IL125003A - תהליך להכנת n-acetyl-(l)- 4-cyanophenylalanine ac-(l)-phe (4-cn)-oh ולהכנת n-acetyl-(l)-p- amidinophenylalanine- cyclohexylgylcine- 3ג)-n-methylpyridinium)- alanine ac(l) -paph-chg- palme (3)-nh2 - Google Patents
תהליך להכנת n-acetyl-(l)- 4-cyanophenylalanine ac-(l)-phe (4-cn)-oh ולהכנת n-acetyl-(l)-p- amidinophenylalanine- cyclohexylgylcine- 3ג)-n-methylpyridinium)- alanine ac(l) -paph-chg- palme (3)-nh2Info
- Publication number
- IL125003A IL125003A IL12500396A IL12500396A IL125003A IL 125003 A IL125003 A IL 125003A IL 12500396 A IL12500396 A IL 12500396A IL 12500396 A IL12500396 A IL 12500396A IL 125003 A IL125003 A IL 125003A
- Authority
- IL
- Israel
- Prior art keywords
- compound
- sufficient amount
- reaction medium
- appropriate
- subtilisin
- Prior art date
Links
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- MBXNQZHITVCSLJ-UHFFFAOYSA-N methyl fluorosulfonate Chemical compound COS(F)(=O)=O MBXNQZHITVCSLJ-UHFFFAOYSA-N 0.000 description 1
- APTNXGQTESXKBG-UHFFFAOYSA-N n,n-diethylethanamine;n-ethyl-n-propan-2-ylpropan-2-amine Chemical compound CCN(CC)CC.CCN(C(C)C)C(C)C APTNXGQTESXKBG-UHFFFAOYSA-N 0.000 description 1
- COCAUCFPFHUGAA-MGNBDDOMSA-N n-[3-[(1s,7s)-5-amino-4-thia-6-azabicyclo[5.1.0]oct-5-en-7-yl]-4-fluorophenyl]-5-chloropyridine-2-carboxamide Chemical compound C=1C=C(F)C([C@@]23N=C(SCC[C@@H]2C3)N)=CC=1NC(=O)C1=CC=C(Cl)C=N1 COCAUCFPFHUGAA-MGNBDDOMSA-N 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical class C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 239000008363 phosphate buffer Substances 0.000 description 1
- 150000003904 phospholipids Chemical class 0.000 description 1
- 235000011007 phosphoric acid Nutrition 0.000 description 1
- 150000003016 phosphoric acids Chemical class 0.000 description 1
- 229940012957 plasmin Drugs 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 230000017854 proteolysis Effects 0.000 description 1
- 230000002797 proteolythic effect Effects 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000012047 saturated solution Substances 0.000 description 1
- 239000003001 serine protease inhibitor Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 239000012265 solid product Substances 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- GFYHSKONPJXCDE-UHFFFAOYSA-N sym-collidine Natural products CC1=CN=C(C)C(C)=C1 GFYHSKONPJXCDE-UHFFFAOYSA-N 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 239000012588 trypsin Substances 0.000 description 1
- 229960001322 trypsin Drugs 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P41/00—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture
- C12P41/003—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by ester formation, lactone formation or the inverse reactions
- C12P41/005—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by ester formation, lactone formation or the inverse reactions by esterification of carboxylic acid groups in the enantiomers or the inverse reaction
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P13/00—Preparation of nitrogen-containing organic compounds
- C12P13/04—Alpha- or beta- amino acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/08—Tripeptides
- C07K5/0815—Tripeptides with the first amino acid being basic
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P13/00—Preparation of nitrogen-containing organic compounds
- C12P13/02—Amides, e.g. chloramphenicol or polyamides; Imides or polyimides; Urethanes, i.e. compounds comprising N-C=O structural element or polyurethanes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Genetics & Genomics (AREA)
- Microbiology (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- Biotechnology (AREA)
- Medicinal Chemistry (AREA)
- Biophysics (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Analytical Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Peptides Or Proteins (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyridine Compounds (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Cosmetics (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US57556995A | 1995-12-20 | 1995-12-20 | |
| PCT/US1996/019005 WO1997022712A1 (en) | 1995-12-20 | 1996-11-25 | NOVEL PROCESS FOR PREPARING N-ACETYL(L)-4-CYANOPHENYLALANINE Ac-(L)-Phe(4-CN)-OH AND N-ACETYL-(L)-p-AMIDINOPHENYLALANINE-CYCLOHEXYLGLYCINE-β-(3-N-METHYLPYRIDINIUM)-ALANINE Ac-(L)-pAph-Chg-PalMe(3)-NH¿2? |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL125003A0 IL125003A0 (en) | 1999-01-26 |
| IL125003A true IL125003A (he) | 2001-12-23 |
Family
ID=24300839
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL12500396A IL125003A (he) | 1995-12-20 | 1996-11-25 | תהליך להכנת n-acetyl-(l)- 4-cyanophenylalanine ac-(l)-phe (4-cn)-oh ולהכנת n-acetyl-(l)-p- amidinophenylalanine- cyclohexylgylcine- 3ג)-n-methylpyridinium)- alanine ac(l) -paph-chg- palme (3)-nh2 |
Country Status (27)
| Country | Link |
|---|---|
| EP (1) | EP0868526B1 (he) |
| JP (1) | JP4044614B2 (he) |
| KR (1) | KR100438879B1 (he) |
| CN (1) | CN1087349C (he) |
| AR (1) | AR005119A1 (he) |
| AT (1) | ATE222293T1 (he) |
| AU (1) | AU717995B2 (he) |
| BR (1) | BR9612059A (he) |
| CA (1) | CA2241210C (he) |
| CZ (1) | CZ295362B6 (he) |
| DE (1) | DE69623038T2 (he) |
| DK (1) | DK0868526T3 (he) |
| EE (1) | EE03698B1 (he) |
| ES (1) | ES2179957T3 (he) |
| HK (1) | HK1017384A1 (he) |
| IL (1) | IL125003A (he) |
| MX (1) | MX9804997A (he) |
| NO (1) | NO319678B1 (he) |
| NZ (1) | NZ324159A (he) |
| PL (1) | PL185541B1 (he) |
| PT (1) | PT868526E (he) |
| RU (1) | RU2170764C2 (he) |
| SK (1) | SK281432B6 (he) |
| TR (1) | TR199801107T2 (he) |
| UA (1) | UA48993C2 (he) |
| WO (1) | WO1997022712A1 (he) |
| ZA (1) | ZA9610600B (he) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1016663A1 (en) * | 1999-01-02 | 2000-07-05 | Aventis Pharma Deutschland GmbH | Novel malonic acid derivatives, processes for their preparation, their use and pharmaceutical compositions containing them (inhibition of factor Xa activity) |
| ID29979A (id) | 1999-01-02 | 2001-10-25 | Aventis Pharma Gmbh | Turunan asam malonat baru, proses pembuatannya, penggunaannya dan komposisi sediaan farmasi yang mengandung bahan tersebut (penghambatan aktivitas faktor xa) |
| KR100758141B1 (ko) | 2000-01-28 | 2007-09-13 | 사노피-아벤티스 도이칠란트 게엠베하 | 아세틸-아미디니오페닐알라닐-사이클로헥실글리실-피리디니오알라닌아미드의 제조방법 |
| EP1127884A1 (en) | 2000-02-26 | 2001-08-29 | Aventis Pharma Deutschland GmbH | Novel malonic acid derivatives, processes for their preparation, their use as inhibitor of factor XA activity and pharmaceutical compositions containing them |
| ES2543588T3 (es) | 2002-12-03 | 2015-08-20 | Pharmacyclics Llc | Derivados de 2-(2-hidroxibifenil-3-il)-1H-benzoimidazol-5-carboxamidina como inhibidores del factor VIIa |
| GB0306267D0 (en) * | 2003-03-19 | 2003-04-23 | Ineos Fluor Ltd | Process |
| JP2008260755A (ja) * | 2007-03-20 | 2008-10-30 | Sumitomo Chemical Co Ltd | Ｌ−ビフェニルアラニン化合物の塩の回収方法、およびそれを用いたビフェニルアラニンエステル化合物の回収方法 |
| CN106946724B (zh) * | 2017-04-07 | 2019-03-22 | 苏州汉德创宏生化科技有限公司 | 单胺基抑制剂类中间体2-乙酰氨基-2-苄基丙二酸单乙酯的合成方法 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4981799A (en) * | 1987-08-21 | 1991-01-01 | Takeda Chemical Industries, Ltd. | Acylamino acid racemase, production and use thereof |
| DE4115468A1 (de) * | 1991-05-11 | 1992-11-12 | Behringwerke Ag | Amidinophenylalaninderivate, verfahren zu deren herstellung, deren verwendung und diese enthaltende mittel als antikoagulantien |
| ATE142641T1 (de) * | 1991-05-13 | 1996-09-15 | Fujisawa Pharmaceutical Co | Neue peptid-verbindungen und verfahren zur herstellung davon |
| CZ296439B6 (cs) * | 1994-04-26 | 2006-03-15 | Selectide Corporation | Inhibitory faktoru Xa |
-
1996
- 1996-11-25 NZ NZ324159A patent/NZ324159A/xx not_active IP Right Cessation
- 1996-11-25 KR KR10-1998-0704683A patent/KR100438879B1/ko not_active IP Right Cessation
- 1996-11-25 EP EP96942085A patent/EP0868526B1/en not_active Expired - Lifetime
- 1996-11-25 CA CA002241210A patent/CA2241210C/en not_active Expired - Fee Related
- 1996-11-25 CZ CZ19981956A patent/CZ295362B6/cs not_active IP Right Cessation
- 1996-11-25 UA UA98062939A patent/UA48993C2/uk unknown
- 1996-11-25 RU RU98113301/04A patent/RU2170764C2/ru not_active IP Right Cessation
- 1996-11-25 EE EE9800188A patent/EE03698B1/xx not_active IP Right Cessation
- 1996-11-25 AU AU11251/97A patent/AU717995B2/en not_active Ceased
- 1996-11-25 IL IL12500396A patent/IL125003A/he not_active IP Right Cessation
- 1996-11-25 PL PL96327314A patent/PL185541B1/pl not_active IP Right Cessation
- 1996-11-25 BR BR9612059A patent/BR9612059A/pt not_active Application Discontinuation
- 1996-11-25 SK SK855-98A patent/SK281432B6/sk not_active IP Right Cessation
- 1996-11-25 PT PT96942085T patent/PT868526E/pt unknown
- 1996-11-25 JP JP52233697A patent/JP4044614B2/ja not_active Expired - Fee Related
- 1996-11-25 DE DE69623038T patent/DE69623038T2/de not_active Expired - Lifetime
- 1996-11-25 CN CN96199198A patent/CN1087349C/zh not_active Expired - Fee Related
- 1996-11-25 DK DK96942085T patent/DK0868526T3/da active
- 1996-11-25 AT AT96942085T patent/ATE222293T1/de active
- 1996-11-25 ES ES96942085T patent/ES2179957T3/es not_active Expired - Lifetime
- 1996-11-25 WO PCT/US1996/019005 patent/WO1997022712A1/en active IP Right Grant
- 1996-11-25 TR TR1998/01107T patent/TR199801107T2/xx unknown
- 1996-12-17 ZA ZA9610600A patent/ZA9610600B/xx unknown
- 1996-12-18 AR ARP960105740A patent/AR005119A1/es active IP Right Grant
-
1998
- 1998-06-19 NO NO19982868A patent/NO319678B1/no not_active IP Right Cessation
- 1998-06-19 MX MX9804997A patent/MX9804997A/es not_active IP Right Cessation
-
1999
- 1999-05-25 HK HK99102351A patent/HK1017384A1/xx not_active IP Right Cessation
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Legal Events
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| FF | Patent granted | ||
| KB | Patent renewed | ||
| KB | Patent renewed | ||
| KB | Patent renewed | ||
| KB | Patent renewed | ||
| MM9K | Patent not in force due to non-payment of renewal fees |