KR930703240A - (2R,3S)-β-페닐이소세린, 그의 염 제조 및 사용 - Google Patents
(2R,3S)-β-페닐이소세린, 그의 염 제조 및 사용Info
- Publication number
- KR930703240A KR930703240A KR1019930702148A KR930702148A KR930703240A KR 930703240 A KR930703240 A KR 930703240A KR 1019930702148 A KR1019930702148 A KR 1019930702148A KR 930702148 A KR930702148 A KR 930702148A KR 930703240 A KR930703240 A KR 930703240A
- Authority
- KR
- South Korea
- Prior art keywords
- phenylisoserine
- process according
- reaction
- ammonium
- ammonium salt
- Prior art date
- Legal status (The legal status 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 status listed.)
- Granted
Links
- 150000003839 salts Chemical class 0.000 title claims abstract 5
- 238000002360 preparation method Methods 0.000 title claims abstract 4
- RZARFIRJROUVLM-JGVFFNPUSA-N (2r,3s)-3-azaniumyl-2-hydroxy-3-phenylpropanoate Chemical compound [O-]C(=O)[C@H](O)[C@@H]([NH3+])C1=CC=CC=C1 RZARFIRJROUVLM-JGVFFNPUSA-N 0.000 title claims 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims abstract 6
- 229910021529 ammonia Inorganic materials 0.000 claims abstract 3
- 239000002253 acid Substances 0.000 claims abstract 2
- DKPFODGZWDEEBT-QFIAKTPHSA-N taxane Chemical class C([C@]1(C)CCC[C@@H](C)[C@H]1C1)C[C@H]2[C@H](C)CC[C@@H]1C2(C)C DKPFODGZWDEEBT-QFIAKTPHSA-N 0.000 claims abstract 2
- 238000000034 method Methods 0.000 claims 7
- 238000006243 chemical reaction Methods 0.000 claims 4
- 150000003863 ammonium salts Chemical class 0.000 claims 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 3
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical group [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 claims 2
- -1 alkaline earth metal salts Chemical class 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- ZLRFPQPVXRIBCQ-UHFFFAOYSA-N 2-$l^{1}-oxidanyl-2-methylpropane Chemical compound CC(C)(C)[O] ZLRFPQPVXRIBCQ-UHFFFAOYSA-N 0.000 claims 1
- ATRRKUHOCOJYRX-UHFFFAOYSA-N Ammonium bicarbonate Chemical compound [NH4+].OC([O-])=O ATRRKUHOCOJYRX-UHFFFAOYSA-N 0.000 claims 1
- 229910000013 Ammonium bicarbonate Inorganic materials 0.000 claims 1
- 206010061218 Inflammation Diseases 0.000 claims 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims 1
- TUCNEACPLKLKNU-UHFFFAOYSA-N acetyl Chemical group C[C]=O TUCNEACPLKLKNU-UHFFFAOYSA-N 0.000 claims 1
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- 150000001340 alkali metals Chemical class 0.000 claims 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims 1
- 235000012538 ammonium bicarbonate Nutrition 0.000 claims 1
- 239000001099 ammonium carbonate Substances 0.000 claims 1
- 235000019270 ammonium chloride Nutrition 0.000 claims 1
- 239000002585 base Substances 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 238000009833 condensation Methods 0.000 claims 1
- 230000005494 condensation Effects 0.000 claims 1
- 230000004054 inflammatory process Effects 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 1
- 239000003960 organic solvent Substances 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 125000006239 protecting group Chemical group 0.000 claims 1
- 239000003223 protective agent Substances 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- 238000006467 substitution reaction Methods 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/34—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton containing six-membered aromatic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Epoxy Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Cephalosporin Compounds (AREA)
- Saccharide Compounds (AREA)
Abstract
Description
Claims (10)
- (2R,3S)-β- 페닐이소세린 및 그의 알칼리 금속 또는 알칼리토 금속 염 및 그의 질소함유 염기와의 염.
- 암모니아가 (2R,3S)-β- 페닐글리시드산 또는 그의 염증 하나와 반응하고 적절하면 염 형태로 (2R,3S)-β- 페닐이소세린이 분리됨을 특징으로 하는, 임의로 염 형태인 (2R,3S)-β- 페닐이소세린 제조 방법.
- 제1항에 있어서, (2R,3S)-β- 페닐글리시드산의 몰당 암모니아 10 내지 100몰이 사용됨을 특징으로 하는 방법.
- 제1항 및 제 2항중 한 항에 있어서, 반응이물내에서 또는 유기용 매내에서 수행됨을 특징으로 하는 방법.
- 제4항에 있어서, 용매가 1 내지 4탄소원자를 함유하는 지방족 알콜로부터 선택됨을 특징으로 하는 방법.
- 제1항 내지 제 5항중 한 항에 있어서, 반응이 부가로, 암모늄염 존재하에서 수행됨을 특징으로 하는 방법.
- 제6항에 있어서, 암모늄염이 염화 암모늄 및 탄산 수소 암모늄으로부터 선택됨을 특징으로 하는 방법.
- 제6항 및 제7항중 한 항에 있어서, 사용된 (2R,3R)-β- 폴리글리시드산의 몰당 암모늄염 1몰이 사용됨을 특징으로 하는 방법.
- 제1항 및 제8항에 있어서, 반응이 0 내지 100℃ 범위의 온도에서 수용됨을 특징으로 하는 방법
- 벤졸화 또는 t-부록시카르보닐화제 및 그리고 나서 히드록시기 보호제를 (2R-3S)-β- 페닐이소세린관 반응시키고, 얻은 생성물을 7-, 및 적절하면, 10-위치에서 히드록시기가 보호된 바카틴Ⅲ 또는 10-디아세틸바카틴Ⅲ와 축합시키고 나서 수소 원자로의 히드록시기 보호기의 치환 후, 얻은 생성물 분리함을 특징으로 하는, 하기 일반식의 탁산 유도체 제조를 위한 제1항에 따른 (2R,3S)-β- 페닐이소세린의 사용여기서 R은 수소원자 또는 아세틸 라디칼을 나타내고, R1은 페닐 또는 t-부톡시 라디칼을 나타낸다.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR9100491A FR2671799B1 (fr) | 1991-01-17 | 1991-01-17 | La b-phenylisoserine-(2r, 3s), ses sels, sa preparation et son emploi. |
FR91/00491 | 1991-01-17 | ||
PCT/FR1992/000032 WO1992012958A1 (fr) | 1991-01-17 | 1992-01-16 | LA β-PHENYLISOSERINE-(2R,3S), SES SELS, SA PREPARATION ET SON EMPLOI |
Publications (2)
Publication Number | Publication Date |
---|---|
KR930703240A true KR930703240A (ko) | 1993-11-29 |
KR100235372B1 KR100235372B1 (ko) | 1999-12-15 |
Family
ID=9408773
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019930702148A Expired - Lifetime KR100235372B1 (ko) | 1991-01-17 | 1992-01-16 | (2R,3S)-β-페닐이소세린 및 그의 염, 그의 제조 및 사용 |
Country Status (25)
Country | Link |
---|---|
EP (2) | EP0495718A1 (ko) |
JP (1) | JP3233632B2 (ko) |
KR (1) | KR100235372B1 (ko) |
AT (1) | ATE157081T1 (ko) |
AU (1) | AU651669B2 (ko) |
CA (1) | CA2099783C (ko) |
CZ (1) | CZ281266B6 (ko) |
DE (1) | DE69221733T3 (ko) |
DK (1) | DK0603176T4 (ko) |
ES (1) | ES2104895T5 (ko) |
FI (1) | FI113641B (ko) |
FR (1) | FR2671799B1 (ko) |
GR (1) | GR3024533T3 (ko) |
HU (1) | HU213616B (ko) |
IE (1) | IE920127A1 (ko) |
MX (1) | MX9200181A (ko) |
NO (1) | NO303539B1 (ko) |
NZ (1) | NZ241312A (ko) |
PL (1) | PL167676B1 (ko) |
RU (1) | RU2090551C1 (ko) |
SK (1) | SK281140B6 (ko) |
TW (1) | TW221413B (ko) |
WO (1) | WO1992012958A1 (ko) |
YU (1) | YU48153B (ko) |
ZA (1) | ZA92317B (ko) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5646176A (en) * | 1992-12-24 | 1997-07-08 | Bristol-Myers Squibb Company | Phosphonooxymethyl ethers of taxane derivatives |
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 |
HUP0600533A2 (en) | 2001-11-30 | 2006-11-28 | Bristol Myers Squibb Co | Paclitaxel solvates |
WO2018147150A1 (ja) | 2017-02-10 | 2018-08-16 | 日本電気株式会社 | 推論用知識生成装置、推論用知識生成方法、及びコンピュータ読み取り可能な記録媒体 |
Family Cites Families (3)
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 |
FR2629819B1 (fr) † | 1988-04-06 | 1990-11-16 | Rhone Poulenc Sante | Procede de preparation de derives de la baccatine iii et de la desacetyl-10 baccatine iii |
CA2023645C (fr) † | 1989-08-23 | 2002-03-26 | Jean-Noel Denis | Procede pour la preparation enantioselective de derives de la phenylisoserine |
-
1991
- 1991-01-17 FR FR9100491A patent/FR2671799B1/fr not_active Expired - Lifetime
-
1992
- 1992-01-15 NZ NZ241312A patent/NZ241312A/en not_active IP Right Cessation
- 1992-01-16 HU HU9302064A patent/HU213616B/hu unknown
- 1992-01-16 MX MX9200181A patent/MX9200181A/es active IP Right Grant
- 1992-01-16 EP EP92400112A patent/EP0495718A1/fr active Pending
- 1992-01-16 ZA ZA92317A patent/ZA92317B/xx unknown
- 1992-01-16 IE IE012792A patent/IE920127A1/en not_active IP Right Cessation
- 1992-01-16 DK DK92904034T patent/DK0603176T4/da active
- 1992-01-16 JP JP50400792A patent/JP3233632B2/ja not_active Expired - Fee Related
- 1992-01-16 RU RU9293051781A patent/RU2090551C1/ru active
- 1992-01-16 DE DE69221733T patent/DE69221733T3/de not_active Expired - Lifetime
- 1992-01-16 KR KR1019930702148A patent/KR100235372B1/ko not_active Expired - Lifetime
- 1992-01-16 CZ CS931390A patent/CZ281266B6/cs not_active IP Right Cessation
- 1992-01-16 WO PCT/FR1992/000032 patent/WO1992012958A1/fr active IP Right Grant
- 1992-01-16 CA CA002099783A patent/CA2099783C/fr not_active Expired - Lifetime
- 1992-01-16 AU AU12237/92A patent/AU651669B2/en not_active Expired
- 1992-01-16 TW TW081100266A patent/TW221413B/zh not_active IP Right Cessation
- 1992-01-16 PL PL92299833A patent/PL167676B1/pl unknown
- 1992-01-16 EP EP92904034A patent/EP0603176B2/fr not_active Expired - Lifetime
- 1992-01-16 ES ES92904034T patent/ES2104895T5/es not_active Expired - Lifetime
- 1992-01-16 AT AT92904034T patent/ATE157081T1/de not_active IP Right Cessation
- 1992-01-16 SK SK746-93A patent/SK281140B6/sk not_active IP Right Cessation
- 1992-01-17 YU YU5492A patent/YU48153B/sh unknown
-
1993
- 1993-07-06 NO NO932458A patent/NO303539B1/no not_active IP Right Cessation
- 1993-07-16 FI FI933249A patent/FI113641B/fi active
-
1997
- 1997-08-26 GR GR960402650T patent/GR3024533T3/el unknown
Also Published As
Similar Documents
Publication | Publication Date | Title |
---|---|---|
KR930007925A (ko) | 탁솔의 수용성 유도체 | |
KR870006072A (ko) | 라파마이신 전구체의 제조방법 | |
KR940007053A (ko) | 뉴클레오사이드의 아노머화 방법 | |
KR920701200A (ko) | 신규의 4h-3,1-벤조옥사진-4-온 유도체 | |
KR840002819A (ko) | 벤조티아제핀 유도체의 제조방법 | |
KR880000364A (ko) | (2,2)-파라시클로판 및 그의 유도체 제조방법 | |
KR910011841A (ko) | 2-아미노피리미딘-4-카르복사미드 유도체, 그 제조방법 및 그것의 치료에의 이용 | |
KR930703240A (ko) | (2R,3S)-β-페닐이소세린, 그의 염 제조 및 사용 | |
KR910002774A (ko) | 2-아미노펜탄 산 화합물 및 면역 억제제로 그들을 사용하는 방법 | |
KR860008111A (ko) | 인딘과 나프탈렌 유도체의 제조방법 | |
KR850002971A (ko) | 시클로헥세논 유도체의 제조방법 | |
KR830004220A (ko) | 약리적 활성 펩티드 | |
ES428295A1 (es) | Procedimiento para la obtencion de derivados de canfeno sulfonados. | |
KR830004219A (ko) | 약리적 활성 펩티드 | |
KR890012931A (ko) | 4-데메톡시다우노루비신의 아글리콘인 4-데메톡시다우노마이시논의 제조방법 | |
KR840005444A (ko) | 트리사이클릭 화합물의 제조방법 | |
KR850006176A (ko) | (아릴티오) 피리딜 알칼올 유도체의 제조방법 | |
KR840004110A (ko) | 염기적 치환된 4-페닐-4,5,6,7-테드라 히드로-테에노〔2,3-c〕피리딘의 제조방법 | |
KR860001797A (ko) | 6-메틸-3,4-디하이드로-1,2,3-옥사티아진-4-은 2,2-디옥사이드의 제조방법 | |
KR830000698A (ko) | 세파로스포린 항생제 | |
KR840005107A (ko) | 피리미디온 및 그의 산부가염의 제조방법 | |
KR860006441A (ko) | 피롤리딘 유도체의 제조방법 | |
KR840001121A (ko) | 데카복실라제- 저해제인 플루오르화 알칸디아민유도체의 제조방법 | |
KR830004211A (ko) | N-(2,2-디알콕시에틸)-n-치환된-2,2-디클로로 아세트아미드의 제조방법 | |
KR920007978A (ko) | 살리실산 유도체의 제조방법 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PA0109 | Patent application |
Patent event code: PA01091R01D Comment text: Patent Application Patent event date: 19930716 |
|
PG1501 | Laying open of application | ||
A201 | Request for examination | ||
PA0201 | Request for examination |
Patent event code: PA02012R01D Patent event date: 19970116 Comment text: Request for Examination of Application Patent event code: PA02011R01I Patent event date: 19930716 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: 19990128 Patent event code: PE09021S01D |
|
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: 19990722 |
|
GRNT | Written decision to grant | ||
PR0701 | Registration of establishment |
Comment text: Registration of Establishment Patent event date: 19990922 Patent event code: PR07011E01D |
|
PR1002 | Payment of registration fee |
Payment date: 19990927 End annual number: 3 Start annual number: 1 |
|
PG1601 | Publication of registration | ||
PR1001 | Payment of annual fee |
Payment date: 20020904 Start annual number: 4 End annual number: 4 |
|
PR1001 | Payment of annual fee |
Payment date: 20030916 Start annual number: 5 End annual number: 5 |
|
PR1001 | Payment of annual fee |
Payment date: 20040909 Start annual number: 6 End annual number: 6 |
|
PR1001 | Payment of annual fee |
Payment date: 20050909 Start annual number: 7 End annual number: 7 |
|
PR1001 | Payment of annual fee |
Payment date: 20060908 Start annual number: 8 End annual number: 8 |
|
PR1001 | Payment of annual fee |
Payment date: 20070906 Start annual number: 9 End annual number: 9 |
|
PR1001 | Payment of annual fee |
Payment date: 20080911 Start annual number: 10 End annual number: 10 |
|
PR1001 | Payment of annual fee |
Payment date: 20090910 Start annual number: 11 End annual number: 11 |
|
PR1001 | Payment of annual fee |
Payment date: 20100910 Start annual number: 12 End annual number: 12 |
|
FPAY | Annual fee payment |
Payment date: 20110811 Year of fee payment: 13 |
|
PR1001 | Payment of annual fee |
Payment date: 20110811 Start annual number: 13 End annual number: 13 |
|
EXPY | Expiration of term | ||
PC1801 | Expiration of term |
Termination date: 20121009 Termination category: Expiration of duration |