YU9891A - Postopek za enantioselekcijsko sintezo alkiliranih oksindolov, uporabljenih kot inter-mediati pri pripravi fizostigmina - Google Patents
Postopek za enantioselekcijsko sintezo alkiliranih oksindolov, uporabljenih kot inter-mediati pri pripravi fizostigminaInfo
- Publication number
- YU9891A YU9891A YU9891A YU9891A YU9891A YU 9891 A YU9891 A YU 9891A YU 9891 A YU9891 A YU 9891A YU 9891 A YU9891 A YU 9891A YU 9891 A YU9891 A YU 9891A
- Authority
- YU
- Yugoslavia
- Prior art keywords
- synthesis
- physostigmine
- oxindols
- enanthioselection
- mediates
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
- C07D209/32—Oxygen atoms
- C07D209/34—Oxygen atoms in position 2
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Indole Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Steroid Compounds (AREA)
- Saccharide Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Inorganic Compounds Of Heavy Metals (AREA)
Abstract
POSTOPEK ZA ENANTIOSELEKCIJSKO SINTEZO ALKILIRANIH OKSINDOLOV, UPORABLJENIH KOT INTER-MEDIATI PRI PRIPRAVI FIZOSTIGMINA, postupak za stereoselektivnu sintezu /R/- i /S/-2,3-dihidro-1,3-dimetil-2-okso-1H-indol-3-acetonitrila, reakcijom racemskih i 5-alkoksi-supstituisanih (В±)-1,3-dimetiloksindola sa halogenovanim acetonitrilom, u prisustvu supstituisanog N-benzil cinhonijumovog, hinidinskog, cin-honidinijumskog ili hininskog katalizatora. Dobijeni alkilovani oksindoli se mogu prevesti u primarne amine katalitičkom redukcijom u prisustvu gasovitog vodonika. Pojedini primarni amini, kao što su enantiomeri 3-(2-aminoetil)-1,3-dihidro-1,3-dimetil-5-metoksi-2H-indol-2-ona, mogu da se koncentruju u kontaktu sa optički aktivnom vinskom kiselinom, u količini koja je porebna za željeno taloženje soli optički aktivne kiseline i jednog od njenih enantiomera. Proizvod može da se koristi za sintezu stereospecifičnih oblika fizostigmina i srodnih jedinjenja sa farmakološkim dejstvom.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HRP-98/91A HRP930321B1 (en) | 1990-01-22 | 1993-03-11 | Process for the enantioselection synthesis of alkylated oxyndoles used as intermediates in the preparation of physostigmine |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US46988290A | 1990-01-22 | 1990-01-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| YU9891A true YU9891A (sh) | 1994-06-24 |
Family
ID=23865415
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| YU9891A YU9891A (sh) | 1990-01-22 | 1991-01-21 | Postopek za enantioselekcijsko sintezo alkiliranih oksindolov, uporabljenih kot inter-mediati pri pripravi fizostigmina |
Country Status (23)
| Country | Link |
|---|---|
| EP (1) | EP0438796B1 (sh) |
| JP (1) | JPH0757747B2 (sh) |
| KR (1) | KR0175933B1 (sh) |
| AT (1) | ATE170173T1 (sh) |
| AU (1) | AU631957B2 (sh) |
| CA (1) | CA2034668A1 (sh) |
| CZ (1) | CZ278815B6 (sh) |
| DE (1) | DE69032595T2 (sh) |
| DK (1) | DK0438796T3 (sh) |
| ES (1) | ES2120407T3 (sh) |
| HK (1) | HK1011993A1 (sh) |
| HR (1) | HRP930321B1 (sh) |
| HU (2) | HU9801313D0 (sh) |
| IE (1) | IE910194A1 (sh) |
| IL (1) | IL97002A (sh) |
| LT (1) | LT3982B (sh) |
| NZ (1) | NZ236837A (sh) |
| PH (1) | PH30059A (sh) |
| PT (1) | PT96534B (sh) |
| RU (1) | RU2072354C1 (sh) |
| SG (1) | SG52631A1 (sh) |
| YU (1) | YU9891A (sh) |
| ZA (1) | ZA91410B (sh) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2075102T3 (es) * | 1989-09-19 | 1995-10-01 | Hoechst Roussel Pharma | Procedimiento para la resolucion quimica de (+/-)-1,3-dimetiloxiindoliletilaminas 5-alcoxi sustituidas. |
| US4914102A (en) * | 1989-09-28 | 1990-04-03 | Hoechst Roussel Pharmaceuticals, Inc. | N-aminocarbamates related to physostigmine, pharmacentical compositions and use |
| US5840915A (en) * | 1990-01-22 | 1998-11-24 | Hoechst Marion Roussel, Inc. | Process for the enatioselective synthesis of intermediates used |
| US5521320A (en) * | 1990-01-22 | 1996-05-28 | Hoechst-Roussel Pharmaceuticals Incorporated | Process for the enantioselective synthesis of intermediates used in the preparation of physostigmine |
| US6596870B2 (en) | 2000-07-13 | 2003-07-22 | Brandeis University | Asymmetric synthetic methods based on phase transfer catalysis |
| US7186745B2 (en) | 2001-03-06 | 2007-03-06 | Astrazeneca Ab | Indolone derivatives having vascular damaging activity |
| JP6075563B2 (ja) * | 2011-11-08 | 2017-02-08 | 日産化学工業株式会社 | 光学活性イソキサゾリン化合物の触媒的不斉合成方法及び光学活性イソキサゾリン化合物 |
| EP4357020A3 (en) | 2012-03-14 | 2024-06-26 | Merck Sharp & Dohme LLC | Asymmetric phase transfer catalysis |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4578509A (en) | 1983-04-01 | 1986-03-25 | Merck & Co., Inc. | Process for preparing a manipulated enantiomer mixture by asymmetric chiral phase transfer catalysis |
| US4791107A (en) | 1986-07-16 | 1988-12-13 | Hoechst-Roussel Pharmaceuticals, Inc. | Memory enhancing and analgesic 1,2,3,3A,8,8A-hexahydro-3A,8 (and) 1,3A,8)-di(and tri)methylpyrrolo(2,3-B)indoles, compositions and use |
| ES2075102T3 (es) * | 1989-09-19 | 1995-10-01 | Hoechst Roussel Pharma | Procedimiento para la resolucion quimica de (+/-)-1,3-dimetiloxiindoliletilaminas 5-alcoxi sustituidas. |
| US4914102A (en) * | 1989-09-28 | 1990-04-03 | Hoechst Roussel Pharmaceuticals, Inc. | N-aminocarbamates related to physostigmine, pharmacentical compositions and use |
| CA2205805C (en) | 1994-11-28 | 2005-08-09 | David M. Burns | Articles exhibiting durable color and/or fluorescent properties |
-
1990
- 1990-12-28 DK DK90125644T patent/DK0438796T3/da active
- 1990-12-28 SG SG1996007048A patent/SG52631A1/en unknown
- 1990-12-28 DE DE69032595T patent/DE69032595T2/de not_active Expired - Fee Related
- 1990-12-28 AT AT90125644T patent/ATE170173T1/de not_active IP Right Cessation
- 1990-12-28 EP EP90125644A patent/EP0438796B1/en not_active Expired - Lifetime
- 1990-12-28 ES ES90125644T patent/ES2120407T3/es not_active Expired - Lifetime
-
1991
- 1991-01-18 NZ NZ236837A patent/NZ236837A/xx unknown
- 1991-01-21 IE IE019491A patent/IE910194A1/en not_active IP Right Cessation
- 1991-01-21 PH PH41878A patent/PH30059A/en unknown
- 1991-01-21 CA CA002034668A patent/CA2034668A1/en not_active Abandoned
- 1991-01-21 JP JP3078153A patent/JPH0757747B2/ja not_active Expired - Lifetime
- 1991-01-21 PT PT96534A patent/PT96534B/pt not_active IP Right Cessation
- 1991-01-21 YU YU9891A patent/YU9891A/sh unknown
- 1991-01-21 AU AU69496/91A patent/AU631957B2/en not_active Ceased
- 1991-01-21 RU SU914894301A patent/RU2072354C1/ru active
- 1991-01-21 KR KR1019910000934A patent/KR0175933B1/ko not_active IP Right Cessation
- 1991-01-21 HU HU9801313A patent/HU9801313D0/hu unknown
- 1991-01-21 ZA ZA91410A patent/ZA91410B/xx unknown
- 1991-01-21 CZ CS91123A patent/CZ278815B6/cs not_active IP Right Cessation
- 1991-01-21 HU HU91210A patent/HUT56539A/hu unknown
- 1991-01-22 IL IL9700291A patent/IL97002A/en not_active IP Right Cessation
-
1993
- 1993-03-11 HR HRP-98/91A patent/HRP930321B1/xx not_active IP Right Cessation
- 1993-12-20 LT LTIP1629A patent/LT3982B/lt not_active IP Right Cessation
-
1998
- 1998-12-14 HK HK98113299A patent/HK1011993A1/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| HU9801313D0 (en) | 1998-08-28 |
| HRP930321B1 (en) | 1999-02-28 |
| PT96534A (pt) | 1991-10-15 |
| DE69032595D1 (de) | 1998-10-01 |
| DE69032595T2 (de) | 1999-03-25 |
| SG52631A1 (en) | 1998-09-28 |
| KR0175933B1 (ko) | 1999-03-20 |
| KR910014349A (ko) | 1991-08-31 |
| AU631957B2 (en) | 1992-12-10 |
| ES2120407T3 (es) | 1998-11-01 |
| HU910210D0 (en) | 1991-08-28 |
| DK0438796T3 (da) | 1999-05-25 |
| CZ278815B6 (en) | 1994-07-13 |
| ZA91410B (en) | 1991-10-30 |
| IE910194A1 (en) | 1991-07-31 |
| AU6949691A (en) | 1991-07-25 |
| HK1011993A1 (en) | 1999-07-23 |
| CA2034668A1 (en) | 1991-07-23 |
| EP0438796A2 (en) | 1991-07-31 |
| PH30059A (en) | 1996-11-08 |
| IL97002A0 (en) | 1992-03-29 |
| RU2072354C1 (ru) | 1997-01-27 |
| EP0438796B1 (en) | 1998-08-26 |
| IL97002A (en) | 1994-10-21 |
| CS9100123A2 (en) | 1991-09-15 |
| PT96534B (pt) | 1998-07-31 |
| ATE170173T1 (de) | 1998-09-15 |
| EP0438796A3 (en) | 1992-03-18 |
| HUT56539A (en) | 1991-09-30 |
| LT3982B (en) | 1996-06-25 |
| JPH0757747B2 (ja) | 1995-06-21 |
| LTIP1629A (en) | 1995-07-25 |
| JPH04342566A (ja) | 1992-11-30 |
| NZ236837A (en) | 1993-03-26 |
| HRP930321A2 (en) | 1996-08-31 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| PT88255A (pt) | Processo para a preparacao de derivados do indole | |
| EP0417584A3 (en) | N-substituted-4-pyrimidinamines and -pyrimidindiamines, a process for their preparation and their use as medicaments | |
| DE3875073D1 (sh) | ||
| HK1018051A1 (en) | Diazepino-indoles as phosphodiesterase iv inhibitors | |
| YU9891A (sh) | Postopek za enantioselekcijsko sintezo alkiliranih oksindolov, uporabljenih kot inter-mediati pri pripravi fizostigmina | |
| IL113299A (en) | Process for the preparation of monosodium glutamate | |
| ES557208A0 (es) | Un procedimiento para preparar derivados de dihidropirrol (112-b)-isoquinoleina | |
| HUT60716A (en) | New process for producing 3-substituted indole compounds | |
| ES2058158T3 (es) | Catalizadores aminicos biciclicos. | |
| KR880001589A (ko) | 아실화된 헤테르고리 화합물의 제조방법 | |
| BR0111764A (pt) | Derivados de indol úteis para o tratamento de distúrbios do sistema nervoso central (snc); composto; composição farmacêutica; utilização de composto e método de tratamento |