ES2120407T3 - Procedimiento para la sintesis enantioselectiva de oxindoles alquilados, utilizados como productos intermedios en la preparacion de fisostigmina. - Google Patents
Procedimiento para la sintesis enantioselectiva de oxindoles alquilados, utilizados como productos intermedios en la preparacion de fisostigmina.Info
- Publication number
- ES2120407T3 ES2120407T3 ES90125644T ES90125644T ES2120407T3 ES 2120407 T3 ES2120407 T3 ES 2120407T3 ES 90125644 T ES90125644 T ES 90125644T ES 90125644 T ES90125644 T ES 90125644T ES 2120407 T3 ES2120407 T3 ES 2120407T3
- Authority
- ES
- Spain
- Prior art keywords
- physostigmine
- oxydoles
- rented
- procedure
- preparation
- 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.)
- Expired - Lifetime
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)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Inorganic Compounds Of Heavy Metals (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
UN PROCESO PARA LA SINTESIS ESTEREOSELECTIVA DE (R) Y (S -2,3-DIHIDRO-1,3 -DIMETIL-2-OXO-1H-INDOL-3-ACETONITRILOS COMPRENDIENDO UNA REACCION RACEMICA Y 5-ALCOXI SUBSTITUIDO ( (MAS MENOS) -1,3-DIMETILLOXINADOLES CON UN ACETANITRILO HALOGENADO EN LA PRESENCIA DE UN SUBSTITUTO DE CINCONINIO, QUINIDINIMUO O QUININO. RESULTANDO QUE LOS ALQUILATOS OXINADOLES PUEDEN SER CONVERTIDOS A AMINAS PRIMARIAS POR REDUCCION CATALITICA EN LA PRESENCIA DE GAS HIDROGENO. UNA DE LAS AMINAS PRIMARIAS, TALES COMO ENANTIOMEROS DE 3 -(2-AMINOETILO)-1,3-DIHIDRO-1,3-DIMETIL-5-METOXICO-2H-INDOL-2-ONA, QUE PUEDEN SER ENRIQUECIDOS POR EL CONTACTO CON UN ACIDO TARTARICO DE QUIRAL EN CANTIDAD SUFICIENTE PARA PRECIPITAR PREFERENTEMENTE UNA SAL DE ACIDO QUIRAL Y UNA DE ENANTIOMEROS. EL PRODUCTO PUEDE SER EMPLEADO EN LA SINTESIS DE FORMAS ESTEREOESPECIFICA DE FISOSTIGMINA Y SUS COMPUESTOS RELATIVOS, TENIENDO UNA ACTIVIDAD FARMACEUTICA.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US46988290A | 1990-01-22 | 1990-01-22 |
Publications (1)
Publication Number | Publication Date |
---|---|
ES2120407T3 true ES2120407T3 (es) | 1998-11-01 |
Family
ID=23865415
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES90125644T Expired - Lifetime ES2120407T3 (es) | 1990-01-22 | 1990-12-28 | Procedimiento para la sintesis enantioselectiva de oxindoles alquilados, utilizados como productos intermedios en la preparacion de fisostigmina. |
Country Status (23)
Country | Link |
---|---|
EP (1) | EP0438796B1 (es) |
JP (1) | JPH0757747B2 (es) |
KR (1) | KR0175933B1 (es) |
AT (1) | ATE170173T1 (es) |
AU (1) | AU631957B2 (es) |
CA (1) | CA2034668A1 (es) |
CZ (1) | CZ278815B6 (es) |
DE (1) | DE69032595T2 (es) |
DK (1) | DK0438796T3 (es) |
ES (1) | ES2120407T3 (es) |
HK (1) | HK1011993A1 (es) |
HR (1) | HRP930321B1 (es) |
HU (2) | HUT56539A (es) |
IE (1) | IE910194A1 (es) |
IL (1) | IL97002A (es) |
LT (1) | LT3982B (es) |
NZ (1) | NZ236837A (es) |
PH (1) | PH30059A (es) |
PT (1) | PT96534B (es) |
RU (1) | RU2072354C1 (es) |
SG (1) | SG52631A1 (es) |
YU (1) | YU9891A (es) |
ZA (1) | ZA91410B (es) |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DK0418770T3 (da) * | 1989-09-19 | 1995-10-30 | Hoechst Roussel Pharma | Fremgangsmåde til kemisk spaltning af 5-alkoxysubstituerede (+-)-1,3-dimethyloxindolylethylaminer |
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 |
WO2013069731A1 (ja) * | 2011-11-08 | 2013-05-16 | 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 |
KR102153850B1 (ko) * | 2012-03-14 | 2020-09-08 | 머크 샤프 앤드 돔 코포레이션 | 비대칭 상 이동 촉매로서의 비스-4급 신코나 알칼로이드 염 |
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 |
DK0418770T3 (da) * | 1989-09-19 | 1995-10-30 | Hoechst Roussel Pharma | Fremgangsmåde til kemisk spaltning af 5-alkoxysubstituerede (+-)-1,3-dimethyloxindolylethylaminer |
US4914102A (en) * | 1989-09-28 | 1990-04-03 | Hoechst Roussel Pharmaceuticals, Inc. | N-aminocarbamates related to physostigmine, pharmacentical compositions and use |
CN1071359C (zh) | 1994-11-28 | 2001-09-19 | 美国3M公司 | 具有耐久的色彩和/或荧光性能的制品 |
-
1990
- 1990-12-28 SG SG1996007048A patent/SG52631A1/en unknown
- 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 DE DE69032595T patent/DE69032595T2/de not_active Expired - Fee Related
- 1990-12-28 ES ES90125644T patent/ES2120407T3/es not_active Expired - Lifetime
- 1990-12-28 DK DK90125644T patent/DK0438796T3/da active
-
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 KR KR1019910000934A patent/KR0175933B1/ko not_active IP Right Cessation
- 1991-01-21 HU HU91210A patent/HUT56539A/hu unknown
- 1991-01-21 CA CA002034668A patent/CA2034668A1/en not_active Abandoned
- 1991-01-21 ZA ZA91410A patent/ZA91410B/xx unknown
- 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 HU HU9801313A patent/HU9801313D0/hu unknown
- 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 CZ CS91123A patent/CZ278815B6/cs not_active IP Right Cessation
- 1991-01-21 PH PH41878A patent/PH30059A/en 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 |
---|---|
CS9100123A2 (en) | 1991-09-15 |
NZ236837A (en) | 1993-03-26 |
DE69032595T2 (de) | 1999-03-25 |
HU910210D0 (en) | 1991-08-28 |
AU631957B2 (en) | 1992-12-10 |
CZ278815B6 (en) | 1994-07-13 |
JPH04342566A (ja) | 1992-11-30 |
IE910194A1 (en) | 1991-07-31 |
PT96534A (pt) | 1991-10-15 |
HUT56539A (en) | 1991-09-30 |
ZA91410B (en) | 1991-10-30 |
DK0438796T3 (da) | 1999-05-25 |
AU6949691A (en) | 1991-07-25 |
CA2034668A1 (en) | 1991-07-23 |
IL97002A0 (en) | 1992-03-29 |
EP0438796A3 (en) | 1992-03-18 |
RU2072354C1 (ru) | 1997-01-27 |
HK1011993A1 (en) | 1999-07-23 |
PH30059A (en) | 1996-11-08 |
HRP930321B1 (en) | 1999-02-28 |
PT96534B (pt) | 1998-07-31 |
SG52631A1 (en) | 1998-09-28 |
LT3982B (en) | 1996-06-25 |
DE69032595D1 (de) | 1998-10-01 |
IL97002A (en) | 1994-10-21 |
HU9801313D0 (en) | 1998-08-28 |
KR910014349A (ko) | 1991-08-31 |
JPH0757747B2 (ja) | 1995-06-21 |
LTIP1629A (en) | 1995-07-25 |
EP0438796A2 (en) | 1991-07-31 |
KR0175933B1 (ko) | 1999-03-20 |
EP0438796B1 (en) | 1998-08-26 |
YU9891A (sh) | 1994-06-24 |
HRP930321A2 (en) | 1996-08-31 |
ATE170173T1 (de) | 1998-09-15 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
FG2A | Definitive protection |
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