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
Application number
ES90125644T
Other languages
English (en)
Inventor
Thomas Bing Kin Dr Lee
George S K Wong
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Aventis Pharmaceuticals Inc
Original Assignee
Hoechst Marion Roussel Inc
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 Hoechst Marion Roussel Inc filed Critical Hoechst Marion Roussel Inc
Application granted granted Critical
Publication of ES2120407T3 publication Critical patent/ES2120407T3/es
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04Indoles; Hydrogenated indoles
    • C07D209/30Indoles; 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
    • C07D209/32Oxygen atoms
    • C07D209/34Oxygen 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.
ES90125644T 1990-01-22 1990-12-28 Procedimiento para la sintesis enantioselectiva de oxindoles alquilados, utilizados como productos intermedios en la preparacion de fisostigmina. Expired - Lifetime ES2120407T3 (es)

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)

* Cited by examiner, † Cited by third party
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)

* Cited by examiner, † Cited by third party
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

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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