[go: up one dir, main page]

KR890016029A - 박카틴 ⅲ 및 10-데아세틸박카틴 ⅲ의 유도체를 제조하는 방법 - Google Patents

박카틴 ⅲ 및 10-데아세틸박카틴 ⅲ의 유도체를 제조하는 방법 Download PDF

Info

Publication number
KR890016029A
KR890016029A KR1019890004540A KR890004540A KR890016029A KR 890016029 A KR890016029 A KR 890016029A KR 1019890004540 A KR1019890004540 A KR 1019890004540A KR 890004540 A KR890004540 A KR 890004540A KR 890016029 A KR890016029 A KR 890016029A
Authority
KR
South Korea
Prior art keywords
hydroxy
iii
protecting group
trichloroethoxycarbonyl
activator
Prior art date
Application number
KR1019890004540A
Other languages
English (en)
Other versions
KR970009729B1 (ko
Inventor
꼴랭 미셀
게나르 다니엘
게리뜨-봔젤렝 프랑스와즈
뽀띠에 삐에르
Original Assignee
로오느-푸우랜크 상뜨
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 로오느-푸우랜크 상뜨 filed Critical 로오느-푸우랜크 상뜨
Publication of KR890016029A publication Critical patent/KR890016029A/ko
Application granted granted Critical
Publication of KR970009729B1 publication Critical patent/KR970009729B1/ko

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D305/00Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms
    • C07D305/14Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms condensed with carbocyclic rings or ring systems
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
    • A61P35/02Antineoplastic agents specific for leukemia
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/55Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Public Health (AREA)
  • Medicinal Chemistry (AREA)
  • Hematology (AREA)
  • Oncology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Epoxy Compounds (AREA)
  • Peptides Or Proteins (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Hydrogenated Pyridines (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)

Abstract

내용 없음

Description

박카틴 Ⅲ 및 10-데아세틸박카틴 Ⅲ의 유도체를 제조하는 방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (11)

  1. 하기 일반식(Ⅲ)의 산을 하기 일반식(Ⅳ)의 탁산 유도체와 축합시킨 다음, 이들 식중의 보호기 R1, R3및 적당한 경우 R2를 수소로 치환시키는, 하기 일반식(Ⅰ)의 박카딘 Ⅲ 또는 10-데아세틸 박카딘 Ⅲ의 유도체를 제조하는 방법 :
    상기식들에서, R은 수소 또는 아세틸을 나타내고, R1은 히드록시-보호기이며, R2는 아세틸기 또는 히드록시-보호기이고, R3는 히드록시-보호기이다.
  2. 제 1 항에 있어서, R1이 1-에톡시에틸인, 벤질옥시메팅, (β-트리메틸시릴에톡시)메틸, 테트라 히드로피라닐 및 2,2,2-트리클로로에톡시카르보닐을 포함하는 군에서 선택되는 방법.
  3. 제 2 항에 있어서, R1이 1-에톡시에틸인 방법.
  4. 제 1 항에 있어서, 같거나 다를 수 있는 히드록시-보호기 R2및 R3가 2,2,2-트리클로로에톡시카르보닐 또는 알킬 부분이 C1-C3를 포함하는 트리알킬실릴기로부터 선택되는 방법.
  5. 제 4 항에 있어서, 히드록시-보호기가 2,2,2-트리클로로에톡시카르보닐인 방법.
  6. 제 1 항에 있어서, 축합 반응이 축합제와 활성화제 존재하에서 수행되는 방법.
  7. 제 6 항에 있어서, 축합제가 카르보디이미드와 반응성카르보네이트로에서 선택되고 활성화제가 디알킬아미노피리딘으로 선택된 방법.
  8. 제 7 항에 있어서, 축합제가 디시클로헥실카르보디이미드와 디-2-피리딜 카르보네이트로에서 선택되고, 활성화제가 4-디메틸아미노 피리딘으로 선택된 방법.
  9. 제 1 항에 있어서, 축합 반응이 벤젠, 톨루엔, 크실렌, 에틸벤젠, 이소프로필벤젠 및 클로로벤젠에서 선택된 방향성 용매 내에서 수행되는 방법.
  10. 제 1 항에 있어서, 축합 반응이 60~90℃의 온도에서 수행되는 방법.
  11. 제 1 항에 있어서, 하기 중간체를 아세트산 존재내에서 아연으로, 또는 C1-C3지방족 알콜내에 용해된 무기 또는 유기산으로 처리하는 것을 포함하는, 하기 일반식 중간체 생성물상의 보호기 R1-C3및 적당한 경우, R2를 수소로 치환시키는 방법:
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019890004540A 1988-04-06 1989-04-06 박카틴 ⅲ 및 10-데아세틸박카틴 ⅲ의 유도체를 제조하는 방법. KR970009729B1 (ko)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR8804513 1988-04-06
FR8804513A FR2629819B1 (fr) 1988-04-06 1988-04-06 Procede de preparation de derives de la baccatine iii et de la desacetyl-10 baccatine iii

Publications (2)

Publication Number Publication Date
KR890016029A true KR890016029A (ko) 1989-11-28
KR970009729B1 KR970009729B1 (ko) 1997-06-17

Family

ID=9364992

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1019890004540A KR970009729B1 (ko) 1988-04-06 1989-04-06 박카틴 ⅲ 및 10-데아세틸박카틴 ⅲ의 유도체를 제조하는 방법.

Country Status (13)

Country Link
US (1) US4924012A (ko)
EP (1) EP0336841B1 (ko)
JP (1) JPH0686441B2 (ko)
KR (1) KR970009729B1 (ko)
AT (1) ATE89823T1 (ko)
AU (1) AU618333B2 (ko)
CA (1) CA1308417C (ko)
DE (1) DE68906705T2 (ko)
ES (1) ES2055119T3 (ko)
FR (1) FR2629819B1 (ko)
GR (1) GR3007982T3 (ko)
IL (1) IL89831A (ko)
ZA (1) ZA892474B (ko)

Families Citing this family (136)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2629818B1 (fr) * 1988-04-06 1990-11-16 Centre Nat Rech Scient Procede de preparation du taxol
US4960790A (en) * 1989-03-09 1990-10-02 University Of Kansas Derivatives of taxol, pharmaceutical compositions thereof and methods for the preparation thereof
US5175315A (en) * 1989-05-31 1992-12-29 Florida State University Method for preparation of taxol using β-lactam
MY110249A (en) * 1989-05-31 1998-03-31 Univ Florida State Method for preparation of taxol using beta lactam
US5304670A (en) * 1989-08-23 1994-04-19 Centre National De La Recherche Scientifique Process for the enantioselective preparation of phenylisoserine derivatives
US5136060A (en) * 1989-11-14 1992-08-04 Florida State University Method for preparation of taxol using an oxazinone
US5015744A (en) * 1989-11-14 1991-05-14 Florida State University Method for preparation of taxol using an oxazinone
FR2658513B1 (fr) * 1990-02-21 1994-02-04 Rhone Poulenc Sante Procede de preparation de l'acide cis-beta-phenylglycidique-(2r,3r).
FR2658510B1 (fr) * 1990-02-21 1992-04-30 Rhone Poulenc Sante Nouveau derive de la beta-phenylisoserine, sa preparation et son emploi.
FR2662440B1 (fr) * 1990-05-22 1992-07-31 Rhone Poulenc Sante Procede de preparation stereoselective de derives de la phenylisoserine.
US5380916A (en) * 1990-11-02 1995-01-10 University Of Florida Method for the isolation and purification of taxane derivatives
MX9102128A (es) * 1990-11-23 1992-07-08 Rhone Poulenc Rorer Sa Derivados de taxano,procedimiento para su preparacion y composicion farmaceutica que los contiene
FR2679557B1 (fr) * 1991-07-25 1995-01-13 Rhone Poulenc Rorer Sa Procede de preparation de derives du taxane, nouveaux derives obtenus et compositions pharmaceutiques qui les contiennent.
FR2671799B1 (fr) 1991-01-17 1993-03-12 Rhone Poulenc Rorer Sa La b-phenylisoserine-(2r, 3s), ses sels, sa preparation et son emploi.
US5194635A (en) * 1991-03-18 1993-03-16 Virginia Tech Intellectual Properties, Inc. Rearranged taxol compounds and method of using in testing of in vivo activity
CA2072400C (en) * 1991-07-05 2003-08-19 Jayaprakash B. Nair Supercritical extraction of taxanes
FR2678930B1 (fr) * 1991-07-10 1995-01-13 Rhone Poulenc Rorer Sa Procede de preparation de derives de la baccatine iii et de la desacetyl-10 baccatine iii.
US5481010A (en) * 1991-07-16 1996-01-02 Centre National De La Recherche Scientifique 7-deacetoxy beccatine IV derivative and preparation and use thereof
WO1993002064A1 (fr) * 1991-07-16 1993-02-04 Centre National De La Recherche Scientifique (Cnrs) Nouveau derive de la 7-desacetoxy baccatine iv, sa preparation et son emploi
FR2680506B1 (fr) * 1991-08-19 1994-09-02 Rhone Poulenc Rorer Sa Procede de preparation de derives de la beta-phenylisoserine et leur utilisation.
US6335362B1 (en) 1991-09-23 2002-01-01 Florida State University Taxanes having an alkyl substituted side-chain and pharmaceutical compositions containing them
US5350866A (en) * 1991-09-23 1994-09-27 Bristol-Myers Squibb Company 10-desacetoxytaxol derivatives
US5399726A (en) * 1993-01-29 1995-03-21 Florida State University Process for the preparation of baccatin III analogs bearing new C2 and C4 functional groups
US7074945B2 (en) * 1991-09-23 2006-07-11 Florida State University Metal alkoxide taxane derivatives
US5728850A (en) * 1991-09-23 1998-03-17 Florida State University Taxanes having a butenyl substituted side-chain and pharmaceutical compositions containing them
US5243045A (en) * 1991-09-23 1993-09-07 Florida State University Certain alkoxy substituted taxanes and pharmaceutical compositions containing them
US5229526A (en) * 1991-09-23 1993-07-20 Florida State University Metal alkoxides
US5739362A (en) * 1991-09-23 1998-04-14 Florida State University Taxanes having an alkoxy, alkenoxy or aryloxy substituted side-chain and pharmaceutical compositions containing them
US6495704B1 (en) 1991-09-23 2002-12-17 Florida State University 9-desoxotaxanes and process for the preparation of 9-desoxotaxanes
US5721268A (en) * 1991-09-23 1998-02-24 Florida State University C7 taxane derivatives and pharmaceutical compositions containing them
US6028205A (en) * 1991-09-23 2000-02-22 Florida State University C2 tricyclic taxanes
US5283253A (en) * 1991-09-23 1994-02-01 Florida State University Furyl or thienyl carbonyl substituted taxanes and pharmaceutical compositions containing them
US6794523B2 (en) 1991-09-23 2004-09-21 Florida State University Taxanes having t-butoxycarbonyl substituted side-chains and pharmaceutical compositions containing them
US5990325A (en) * 1993-03-05 1999-11-23 Florida State University Process for the preparation of 9-desoxotaxol, 9-desoxobaccatin III and analogs thereof
US6005138A (en) * 1991-09-23 1999-12-21 Florida State University Tricyclic taxanes having a butenyl substituted side-chain and pharmaceutical compositions containing them
US5274124A (en) * 1991-09-23 1993-12-28 Florida State University Metal alkoxides
US5728725A (en) * 1991-09-23 1998-03-17 Florida State University C2 taxane derivaties and pharmaceutical compositions containing them
US5654447A (en) * 1991-09-23 1997-08-05 Florida State University Process for the preparation of 10-desacetoxybaccatin III
US6011056A (en) * 1991-09-23 2000-01-04 Florida State University C9 taxane derivatives and pharmaceutical compositions containing them
US6018073A (en) * 1991-09-23 2000-01-25 Florida State University Tricyclic taxanes having an alkoxy, alkenoxy or aryloxy substituted side-chain and pharmaceutical compositions containing them
US5284865A (en) * 1991-09-23 1994-02-08 Holton Robert A Cyclohexyl substituted taxanes and pharmaceutical compositions containing them
US5710287A (en) * 1991-09-23 1998-01-20 Florida State University Taxanes having an amino substituted side-chain and pharmaceutical compositions containing them
US5430160A (en) * 1991-09-23 1995-07-04 Florida State University Preparation of substituted isoserine esters using β-lactams and metal or ammonium alkoxides
US5489601A (en) * 1991-09-23 1996-02-06 Florida State University Taxanes having a pyridyl substituted side-chain and pharmaceutical compositions containing them
US5998656A (en) * 1991-09-23 1999-12-07 Florida State University C10 tricyclic taxanes
US5250683A (en) * 1991-09-23 1993-10-05 Florida State University Certain substituted taxanes and pharmaceutical compositions containing them
US5227400A (en) * 1991-09-23 1993-07-13 Florida State University Furyl and thienyl substituted taxanes and pharmaceutical compositions containing them
US5714513A (en) * 1991-09-23 1998-02-03 Florida State University C10 taxane derivatives and pharmaceutical compositions
EP0552041B1 (en) * 1992-01-15 2000-08-30 E.R. Squibb & Sons, Inc. Enzymatic processes for resolution of enantiomeric mixtures of compounds useful as intermediates in the preparation of taxanes
FR2687145B1 (fr) * 1992-02-07 1994-03-25 Rhone Poulenc Rorer Sa Nouveaux anhydrides d'acides, leur preparation et leur emplot et
FR2687150B1 (fr) 1992-02-07 1995-04-28 Rhone Poulenc Rorer Sa Procede de preparation de derives du taxane.
US5294737A (en) * 1992-02-27 1994-03-15 The Research Foundation State University Of New York Process for the production of chiral hydroxy-β-lactams and hydroxyamino acids derived therefrom
FR2688499B1 (fr) * 1992-03-10 1994-05-06 Rhone Poulenc Rorer Sa Procede de preparation de la beta-phenylisoserine et de ses analogues.
US5939561A (en) * 1992-03-10 1999-08-17 Rhone-Poulence Rorer S.A. Process for the preparation of β-phenylisoserine and β-lactam and their analogues
US5200534A (en) * 1992-03-13 1993-04-06 University Of Florida Process for the preparation of taxol and 10-deacetyltaxol
US5254703A (en) * 1992-04-06 1993-10-19 Florida State University Semi-synthesis of taxane derivatives using metal alkoxides and oxazinones
ATE181551T1 (de) * 1992-04-17 1999-07-15 Abbott Lab Taxol-derivate
CA2136213A1 (en) * 1992-05-21 1993-11-25 Richard N. Arteca Cultured taxu tissues as a source of taxol, related taxanes and other novel anti-tumor/anti-viral compounds
US5319112A (en) * 1992-08-18 1994-06-07 Virgnia Tech Intellectual Properties, Inc. Method for the conversion of cephalomannine to taxol and for the preparation of N-acyl analogs of taxol
US5470866A (en) * 1992-08-18 1995-11-28 Virginia Polytechnic Institute And State University Method for the conversion of cephalomannine to taxol and for the preparation of n-acyl analogs of taxol
FR2696462B1 (fr) * 1992-10-05 1994-11-25 Rhone Poulenc Rorer Sa Procédé d'obtention de la désacétyl-10 baccatine III.
FR2696463B1 (fr) 1992-10-05 1994-11-25 Rhone Poulenc Rorer Sa Procédé d'obtention de la désacétyl-10 baccatine III.
US5420337A (en) * 1992-11-12 1995-05-30 E. R. Squibb & Sons, Inc. Enzymatic reduction method for the preparation of compounds useful for preparing taxanes
US5279949A (en) * 1992-12-07 1994-01-18 Board Of Trustees Operating Michigan State University Process for the isolation and purification of taxol and taxanes from Taxus spp
FR2698871B1 (fr) 1992-12-09 1995-02-24 Rhone Poulenc Rorer Sa Nouveau taxoïdes, leur préparation et les compositions pharmaceutiques qui les contiennent.
IL107950A (en) 1992-12-15 2001-04-30 Upjohn Co 7β, 8β - METHANO-TAXOLS, THEIR PREPARATION AND ANTINEOPLASTIC PHARMACEUTICAL COMPOSITIONS CONTAINING THEM
US5973160A (en) * 1992-12-23 1999-10-26 Poss; Michael A. Methods for the preparation of novel sidechain-bearing taxanes
US5646176A (en) 1992-12-24 1997-07-08 Bristol-Myers Squibb Company Phosphonooxymethyl ethers of taxane derivatives
ES2149257T3 (es) * 1993-01-15 2000-11-01 Univ Florida State Procedimiento para la preparacion de 10-desacetoxibaccatina iii y 10-desacetoxitaxol y sus derivados.
US5688517A (en) * 1993-01-29 1997-11-18 Napro Biotherapeutics, Inc. Method for assessing sensitivity of tumor cells to cephalomannine and 10-deacetyltaxol
US5948919A (en) * 1993-02-05 1999-09-07 Napro Biotherapeutics, Inc. Paclitaxel synthesis from precursor compounds and methods of producing the same
US5684175A (en) * 1993-02-05 1997-11-04 Napro Biotherapeutics, Inc. C-2' hydroxyl-benzyl protected, N-carbamate protected (2R, 3S)- 3-phenylisoserine and production process therefor
WO1994018186A1 (en) * 1993-02-05 1994-08-18 Bryn Mawr College Synthesis of taxol, analogs and intermediates with variable a-ring side chains
US6710191B2 (en) 1993-03-05 2004-03-23 Florida State University 9β-hydroxytetracyclic taxanes
WO1994020485A1 (en) * 1993-03-05 1994-09-15 Florida State University Process for the preparation of 9-desoxotaxanes
TW467896B (en) * 1993-03-19 2001-12-11 Bristol Myers Squibb Co Novel β-lactams, methods for the preparation of taxanes and sidechain-bearing taxanes
FR2703049B1 (fr) * 1993-03-22 1995-04-21 Rhone Poulenc Rorer Sa Procédé de purification des taxoïdes.
US5475011A (en) * 1993-03-26 1995-12-12 The Research Foundation Of State University Of New York Anti-tumor compounds, pharmaceutical compositions, methods for preparation thereof and for treatment
DE69433715T2 (de) * 1993-06-11 2005-03-24 Pharmacia & Upjohn Co., Kalamazoo Delta 6,7-Taxol Derivate antineoplastische Verwendung und diese enthaltende pharmazeutische Zusammenstellungen
US5523219A (en) * 1993-06-15 1996-06-04 Bristol-Myers Squibb Company Enzymatic hydrolysis method for the preparation of C-10 hydroxyl-bearing taxanes and enzymatic esterification method for the preparation of C-10 acyloxy-bearing
US5516676A (en) * 1993-06-15 1996-05-14 Bristol-Myers Squibb Company Preparation of C-13 hydroxyl-bearing taxanes using nocardioides or a hydrolase isolated therefrom
IL109926A (en) * 1993-06-15 2000-02-29 Bristol Myers Squibb Co Methods for the preparation of taxanes and microorganisms and enzymes utilized therein
FR2706457B1 (fr) * 1993-06-16 1995-07-28 Rhone Poulenc Rorer Sa Procédé de préparation d'un acide oxazolidinecarboxylique utile pour préparer des taxoïdes thérapeutiquement actifs.
FR2707165B1 (fr) * 1993-07-06 1995-08-11 Rhone Poulenc Rorer Sa Application des taxoides au traitement de maladies d'origine parasitaire .
TW397866B (en) * 1993-07-14 2000-07-11 Bristol Myers Squibb Co Enzymatic processes for the resolution of enantiomeric mixtures of compounds useful as intermediates in the preparation of taxanes
US5405972A (en) * 1993-07-20 1995-04-11 Florida State University Synthetic process for the preparation of taxol and other tricyclic and tetracyclic taxanes
US6005120A (en) 1993-07-20 1999-12-21 Florida State University Tricyclic and tetracyclic taxanes
IL112412A (en) * 1994-01-28 2000-02-29 Upjohn Co Delta 12,13-iso-taxol analogs and antineoplastic pharmaceutical compositions containing them
US5602272A (en) * 1994-06-21 1997-02-11 Bristol-Myers Squibb Company Reduction and resolution methods for the preparation of compounds useful as intemediates for preparing taxanes
US5677470A (en) * 1994-06-28 1997-10-14 Tanabe Seiyaku Co., Ltd. Baccatin derivatives and processes for preparing the same
CA2162759A1 (en) * 1994-11-17 1996-05-18 Kenji Tsujihara Baccatin derivatives and processes for preparing the same
CA2170661A1 (en) 1995-03-22 1996-09-23 John K. Thottathil Novel methods for the preparation of taxanes using oaxzolidine intermediates
MA23823A1 (fr) 1995-03-27 1996-10-01 Aventis Pharma Sa Nouveaux taxoides, leur preparation et les compositions qui les contiennent
US5847170A (en) * 1995-03-27 1998-12-08 Rhone-Poulenc Rorer, S.A. Taxoids, their preparation and pharmaceutical compositions containing them
US6372780B2 (en) 1995-03-27 2002-04-16 Aventis Pharma S.A. Methods of treating cell lines expressing multidrug resistance P-glycoprotein
US5675025A (en) * 1995-06-07 1997-10-07 Napro Biotherapeutics, Inc. Paclitaxel synthesis from precursor compounds and methods of producing the same
US5760251A (en) * 1995-08-11 1998-06-02 Sepracor, Inc. Taxol process and compounds
US6107497A (en) * 1996-02-29 2000-08-22 Napro Biotherapeutics, Inc. Intermediate for use in docetaxel synthesis and production method therefor
US5688977A (en) * 1996-02-29 1997-11-18 Napro Biotherapeutics, Inc. Method for docetaxel synthesis
US6228955B1 (en) 1996-04-19 2001-05-08 Chirotech Technology, Ltd. Asymmetric epoxides, their synthesis and use
CN1221412A (zh) 1996-05-06 1999-06-30 佛罗里达州立大学 1-脱氧浆果赤霉素ⅲ,1-脱氧紫杉醇和1-脱氧紫杉醇类似物及其制备方法
HUP9903318A3 (en) 1996-05-08 2000-12-28 Upjohn Co Intermediates for prepare taxol
US5750737A (en) * 1996-09-25 1998-05-12 Sisti; Nicholas J. Method for paclitaxel synthesis
US6111144A (en) 1997-08-21 2000-08-29 Florida State University Method for the synthesis of a taxane intermediate
ATE219070T1 (de) * 1998-01-14 2002-06-15 Bristol Myers Squibb Co Neue kristallkomplexe von baccatin iii mit imidazol, 2-methylimidazol or isopropanol
KR100345047B1 (ko) * 1998-01-26 2002-07-19 한미약품공업 주식회사 신규한 탁산테르핀계 화합물
US6156789A (en) * 1998-03-17 2000-12-05 Rhone-Poulenc Rorer S.A. Method for treating abnormal cell proliferation in the brain
US6066749A (en) * 1998-05-01 2000-05-23 Napro Biotherapeutics, Inc. Method for conversion of C-2'-O-protected-10-hydroxy taxol to c-2'-O-protected taxol:useful intermediates in paclitaxel synthesis
US6048990A (en) * 1998-05-01 2000-04-11 Napro Biotherapeutics, Inc. Method for selective acylation of C-2'-O-protected-10-hydroxy-taxol at the C-10 position
IL139316A0 (en) 1998-05-01 2001-11-25 Napro Biotherapeutics Inc Methods and intermediate compounds for preparing paclitaxel
US6143902A (en) * 1999-06-21 2000-11-07 Napro Biotherapeutics, Inc. C-2 hydroxyl protected-N-acyl (2R,3S)-3-phenylisoserine N-imido activated esters and method for production thereof
US6136999A (en) * 1999-06-21 2000-10-24 Napro Biotherapeutics, Inc. C-2 hydroxyl protected-n-acyl (2R,3S)-3-phenylisoserine substituted phenyl activated esters and method for production thereof
GB9920548D0 (en) * 1999-08-31 1999-11-03 Rhone Poulenc Rorer Sa Treatment of hepatocellular carcinoma
JP4776843B2 (ja) 1999-10-01 2011-09-21 イムノゲン インコーポレーティッド 免疫複合体及び化学療法剤を用いる癌治療用組成物及び方法
CA2422964A1 (en) 2000-09-22 2002-03-28 Bristol Myers Squibb Company Method for reducing toxicity of combined chemotherapies
US6479679B1 (en) 2001-04-25 2002-11-12 Napro Biotherapeutics, Inc. Two-step conversion of protected taxane ester to paclitaxel
US6452025B1 (en) 2001-04-25 2002-09-17 Napro Biotherapeutics, Inc. Three-step conversion of protected taxane ester to paclitaxel
US6653501B2 (en) 2001-06-27 2003-11-25 Napro Biotherapeutics, Inc. Chiral resolution method for producing compounds useful in the synthesis of taxanes
HUP0600533A2 (en) 2001-11-30 2006-11-28 Bristol Myers Squibb Co Paclitaxel solvates
GB0200657D0 (en) * 2002-01-12 2002-02-27 Antisoma Plc Cancer treatment
DE60327651D1 (de) * 2002-10-09 2009-06-25 Chatham Biotec Ltd Thio-analoga von paclitaxel und deren vorprodukte
US7202370B2 (en) 2003-10-27 2007-04-10 Conor Medsystems, Inc. Semi-synthesis of taxane intermediates from 9-dihydro-13-acetylbaccatin III
US20050192445A1 (en) * 2004-03-01 2005-09-01 Phytogen Life Sciences Inc. Semi-synthesis of taxane intermediates and aziridine analogues and their conversion to paclitaxel and docetaxel
CA2756603C (en) * 2006-10-20 2013-05-28 Scinopharm Singapore Pte, Ltd. Process for making crystalline docetaxel trihydrate
GB0701523D0 (en) * 2007-01-26 2007-03-07 Chatham Biotec Ltd Semi-synthetic process for the preparation of taxane derivatives
CA2723654A1 (en) * 2008-05-07 2009-11-12 Ivax Research, Llc Processes for preparation of taxanes and intermediates thereof
MX2011001583A (es) 2008-08-11 2011-04-04 Nektar Therapeutics Conjugados de alcanoato polimericos de multiples brazos.
GB0907973D0 (en) 2009-05-08 2009-06-24 Modern Biosciences Plc Combination therapy
PL388144A1 (pl) 2009-05-29 2010-12-06 Przedsiębiorstwo Produkcyjno-Wdrożeniowe Ifotam Spółka Z Ograniczoną Odpowiedzialnością Solwaty (2R,3S)-3-tert-butoksykarbonylamino-2-hydroksy-3-fenylopropionianu 4-acetoksy-2α-benzoiloksy -5β,20-epoksy-1,7β,10β-trihydroksy-9-okso-taks-11-en-13α-ylu, sposób ich otrzymywania i zastosowanie
CN103080125A (zh) 2010-07-02 2013-05-01 安吉奥开米公司 用于治疗性结合物的短且含d氨基酸的多肽及其使用
WO2012088433A1 (en) 2010-12-22 2012-06-28 Nektar Therapeutics Deuterated and/or fluorinated taxane derivatives
WO2012088422A1 (en) 2010-12-22 2012-06-28 Nektar Therapeutics Multi-arm polymeric prodrug conjugates of taxane-based compounds
WO2012088445A1 (en) 2010-12-22 2012-06-28 Nektar Therapeutics Multi-arm polymeric prodrug conjugates of cabazitaxel-based compounds
WO2012117417A1 (en) * 2011-02-28 2012-09-07 Shilpa Medicare Limited Process for preparing (2r, 3s) 2-benzyloxy-3-tert-butoxy carbonyl amino-3-phenyl propionic acid
WO2012131698A1 (en) 2011-04-01 2012-10-04 Shilpa Medicare Limited Process for preparing docetaxel and its hydrate
US11566189B2 (en) 2020-05-22 2023-01-31 ExxonMobil Technology and Engineering Company Process to produce high paraffinic diesel

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2601675B1 (fr) * 1986-07-17 1988-09-23 Rhone Poulenc Sante Derives du taxol, leur preparation et les compositions pharmaceutiques qui les contiennent
FR2601676B1 (fr) * 1986-07-17 1988-09-23 Rhone Poulenc Sante Procede de preparation du taxol et du desacetyl-10 taxol
FR2629818B1 (fr) * 1988-04-06 1990-11-16 Centre Nat Rech Scient Procede de preparation du taxol

Also Published As

Publication number Publication date
US4924012A (en) 1990-05-08
EP0336841B1 (fr) 1993-05-26
ES2055119T3 (es) 1994-08-16
DE68906705T2 (de) 1993-09-16
JPH01305077A (ja) 1989-12-08
FR2629819B1 (fr) 1990-11-16
JPH0686441B2 (ja) 1994-11-02
IL89831A (en) 1992-12-01
EP0336841A1 (fr) 1989-10-11
KR970009729B1 (ko) 1997-06-17
ATE89823T1 (de) 1993-06-15
IL89831A0 (en) 1989-12-15
AU618333B2 (en) 1991-12-19
ZA892474B (en) 1989-12-27
DE68906705D1 (de) 1993-07-01
GR3007982T3 (ko) 1993-08-31
CA1308417C (fr) 1992-10-06
FR2629819A1 (fr) 1989-10-13
AU3242689A (en) 1989-10-12

Similar Documents

Publication Publication Date Title
KR890016029A (ko) 박카틴 ⅲ 및 10-데아세틸박카틴 ⅲ의 유도체를 제조하는 방법
KR950700267A (ko) 탁산 유도체의 제조방법(Method for preparing taxane derivatives)
US5977375A (en) Esters of baccatin III and 10-deacetylbaccatin III
US4924011A (en) Process for preparing taxol
KR950703547A (ko) 탁산 유도체의 제조방법(method of preparing taxane derivatives)
CA2155304A1 (en) Syntheses of paclitaxel, analogs and intermediates with variable a-ring side chains
PT102283A (pt) Processo de preparacao de derivados de taxol ou de 10-desacetiltaxol e intermediarios
KR920004333A (ko) 히드록시 아미드 화합물 제조공정
KR930703281A (ko) 벤즈옥사 축합 고리 화합물, 그의 제조방법 및 이를 함유한 약제 조성물
JPH08502507A (ja) タキサン誘導体の製造方法
EP1157018B1 (en) A process for the preparation of taxanes from 10-deacetylbaccatin iii
KR920012105A (ko) 파트리신 유도체
KR870007881A (ko) 신규 알킬렌디아민 유도체의 제조방법
KR920012052A (ko) 심장혈관계에 작용하는 벤즈옥사지논 및 벤조티아지논 유도체
KR950700266A (ko) 신규한 산 무수물, 그의 제조 및 그의 사용(Novel acid anhydrides and preparation and use thereof)
EP1495011B1 (en) A semi-synthetic process for the preparation of n debenzoylpaclitaxel
KR830007621A (ko) 2,3-디하이드로-1,4-디티인의 제조방법
KR950703499A (ko) β-페닐이소세린 유도체의 입체 선택적 제조 및 탁산 유도체의 제조시 이의 사용을 위한 방법(METHOD FOR THE STEREOSELECTIVE PREPARATION OF A DERIVATIVE OF β-PHENYLISOSERINE AND ITS USE IN THE PREPARATION OF TAXANE DERIVATIVES)
KR900011814A (ko) 감광성 내열성 중합체의 제조방법
Baloglu et al. A facile one-pot synthesis of 7-triethylsilylbaccatin III
KR930016411A (ko) 쿠마린 및 이의 유도체의 제조방법
KR880002892A (ko) 아미노글리코 사이드계 항생물질 유도체의 제조방법
KR950032214A (ko) 세펨 유도체의 제조방법
IL165436A (en) 7, 10-bis-trichloroacetyl-10 deactylbaccatin iii
KR830007579A (ko) 피리미돈의 제조방법

Legal Events

Date Code Title Description
PA0109 Patent application

Patent event code: PA01091R01D

Comment text: Patent Application

Patent event date: 19890406

PG1501 Laying open of application
A201 Request for examination
PA0201 Request for examination

Patent event code: PA02012R01D

Patent event date: 19931210

Comment text: Request for Examination of Application

Patent event code: PA02011R01I

Patent event date: 19890406

Comment text: Patent Application

E902 Notification of reason for refusal
PE0902 Notice of grounds for rejection

Comment text: Notification of reason for refusal

Patent event date: 19960924

Patent event code: PE09021S01D

G160 Decision to publish patent application
PG1605 Publication of application before grant of patent

Comment text: Decision on Publication of Application

Patent event code: PG16051S01I

Patent event date: 19970522

E701 Decision to grant or registration of patent right
PE0701 Decision of registration

Patent event code: PE07011S01D

Comment text: Decision to Grant Registration

Patent event date: 19970909

GRNT Written decision to grant
PR0701 Registration of establishment

Comment text: Registration of Establishment

Patent event date: 19971204

Patent event code: PR07011E01D

PR1002 Payment of registration fee

Payment date: 19971204

End annual number: 3

Start annual number: 1

FPAY Annual fee payment

Payment date: 20000607

Year of fee payment: 4

PR1001 Payment of annual fee

Payment date: 20000607

Start annual number: 4

End annual number: 4

LAPS Lapse due to unpaid annual fee
PC1903 Unpaid annual fee