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 fizostigmina

Info

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
Application number
YU9891A
Other languages
English (en)
Serbian (sr)
Inventor
T.B.K. Lee
G.S.K. Wong
Original Assignee
Hoechst-Roussel Pharmaceutical Incorporated
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-Roussel Pharmaceutical Incorporated filed Critical Hoechst-Roussel Pharmaceutical Incorporated
Priority to HRP-98/91A priority Critical patent/HRP930321B1/xx
Publication of YU9891A publication Critical patent/YU9891A/sh

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)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Catalysts (AREA)
  • Saccharide Compounds (AREA)
  • Steroid Compounds (AREA)
  • Inorganic Compounds Of Heavy Metals (AREA)
  • Nitrogen Condensed Heterocyclic Rings (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.
YU9891A 1990-01-22 1991-01-21 Postopek za enantioselekcijsko sintezo alkiliranih oksindolov, uporabljenih kot inter-mediati pri pripravi fizostigmina YU9891A (sh)

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)

* Cited by examiner, † Cited by third party
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
JP2004529110A (ja) 2001-03-06 2004-09-24 アストラゼネカ アクチボラグ 脈管損傷活性を有するインドール誘導体
US9126995B2 (en) * 2011-11-08 2015-09-08 Nissan Chemical Industries, Ltd. Method for catalytic asymmetric synthesis of optically active isoxazoline compound and optically active isoxazoline compound
JP6140266B2 (ja) 2012-03-14 2017-05-31 メルク・シャープ・アンド・ドーム・コーポレーションＭｅｒｃｋ Ｓｈａｒｐ ＆ Ｄｏｈｍｅ Ｃｏｒｐ． 不斉相間移動触媒としてのビス四級シンコナアルカロイド塩

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
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
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
JPH0757747B2 (ja) 1995-06-21
LTIP1629A (en) 1995-07-25
IE910194A1 (en) 1991-07-31
IL97002A (en) 1994-10-21
DE69032595T2 (de) 1999-03-25
AU6949691A (en) 1991-07-25
ES2120407T3 (es) 1998-11-01
CA2034668A1 (en) 1991-07-23
KR910014349A (ko) 1991-08-31
EP0438796A2 (en) 1991-07-31
LT3982B (en) 1996-06-25
HU910210D0 (en) 1991-08-28
HRP930321B1 (en) 1999-02-28
HU9801313D0 (en) 1998-08-28
DE69032595D1 (de) 1998-10-01
SG52631A1 (en) 1998-09-28
ZA91410B (en) 1991-10-30
HUT56539A (en) 1991-09-30
CZ278815B6 (en) 1994-07-13
EP0438796B1 (en) 1998-08-26
HK1011993A1 (en) 1999-07-23
AU631957B2 (en) 1992-12-10
PH30059A (en) 1996-11-08
IL97002A0 (en) 1992-03-29
EP0438796A3 (en) 1992-03-18
HRP930321A2 (en) 1996-08-31
RU2072354C1 (ru) 1997-01-27
NZ236837A (en) 1993-03-26
PT96534B (pt) 1998-07-31
ATE170173T1 (de) 1998-09-15
JPH04342566A (ja) 1992-11-30
KR0175933B1 (ko) 1999-03-20
DK0438796T3 (da) 1999-05-25
PT96534A (pt) 1991-10-15
CS9100123A2 (en) 1991-09-15

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