ZA974578B - Asymmetric transformation of narwedine-type compounds - Google Patents
Asymmetric transformation of narwedine-type compoundsInfo
- Publication number
- ZA974578B ZA974578B ZA974578A ZA974578A ZA974578B ZA 974578 B ZA974578 B ZA 974578B ZA 974578 A ZA974578 A ZA 974578A ZA 974578 A ZA974578 A ZA 974578A ZA 974578 B ZA974578 B ZA 974578B
- Authority
- ZA
- South Africa
- Prior art keywords
- asymmetric transformation
- narwedine
- type compounds
- carbon atoms
- enantiomerically
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title abstract 4
- 230000009466 transformation Effects 0.000 title abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- ASUTZQLVASHGKV-JDFRZJQESA-N galanthamine Chemical compound O1C(=C23)C(OC)=CC=C2CN(C)CC[C@]23[C@@H]1C[C@@H](O)C=C2 ASUTZQLVASHGKV-JDFRZJQESA-N 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- HPOIPOPJGBKXIR-UHFFFAOYSA-N 3,6-dimethoxy-10-methyl-galantham-1-ene Natural products O1C(C(=CC=2)OC)=C3C=2CN(C)CCC23C1CC(OC)C=C2 HPOIPOPJGBKXIR-UHFFFAOYSA-N 0.000 abstract 1
- LPCKPBWOSNVCEL-UHFFFAOYSA-N Chlidanthine Natural products O1C(C(=CC=2)O)=C3C=2CN(C)CCC23C1CC(OC)C=C2 LPCKPBWOSNVCEL-UHFFFAOYSA-N 0.000 abstract 1
- -1 R2 is H Chemical group 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000002877 alkyl aryl group Chemical group 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 229960003980 galantamine Drugs 0.000 abstract 1
- BGLNUNCBNALFOZ-WMLDXEAASA-N galanthamine Natural products COc1ccc2CCCC[C@@]34C=CCC[C@@H]3Oc1c24 BGLNUNCBNALFOZ-WMLDXEAASA-N 0.000 abstract 1
- ASUTZQLVASHGKV-UHFFFAOYSA-N galanthamine hydrochloride Natural products O1C(=C23)C(OC)=CC=C2CN(C)CCC23C1CC(O)C=C2 ASUTZQLVASHGKV-UHFFFAOYSA-N 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- IYVSXSLYJLAZAT-NOLJZWGESA-N lycoramine Natural products CN1CC[C@@]23CC[C@H](O)C[C@@H]2Oc4cccc(C1)c34 IYVSXSLYJLAZAT-NOLJZWGESA-N 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/10—Spiro-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/07—Optical isomers
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Optical Modulation, Optical Deflection, Nonlinear Optics, Optical Demodulation, Optical Logic Elements (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Optical Couplings Of Light Guides (AREA)
- Glass Compositions (AREA)
- Iron Core Of Rotating Electric Machines (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB9610887.3A GB9610887D0 (en) | 1996-05-24 | 1996-05-24 | Process |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ZA974578B true ZA974578B (en) | 1998-11-17 |
Family
ID=10794242
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ZA974578A ZA974578B (en) | 1996-05-24 | 1997-05-26 | Asymmetric transformation of narwedine-type compounds |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US6346618B1 (de) |
| EP (1) | EP0906314B1 (de) |
| AT (1) | ATE224898T1 (de) |
| AU (1) | AU713946B2 (de) |
| DE (1) | DE69715846T2 (de) |
| DK (1) | DK0906314T3 (de) |
| ES (1) | ES2183175T3 (de) |
| GB (1) | GB9610887D0 (de) |
| PT (1) | PT906314E (de) |
| WO (1) | WO1997045431A1 (de) |
| ZA (1) | ZA974578B (de) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2005065662A1 (en) * | 2003-12-31 | 2005-07-21 | Actavis Group Hf | Solid dosage formulations of galantamine |
| CA2551946A1 (en) * | 2003-12-31 | 2005-07-21 | Actavis Group Hf | Immediate, controlled and sustained release formulations of galantamine |
| WO2006013546A2 (en) * | 2004-07-28 | 2006-02-09 | Ranbaxy Laboratories Limited | Process for the preparation of pure galantamine |
| WO2006018703A2 (en) * | 2004-08-16 | 2006-02-23 | Ranbaxy Laboratories Limited | Processes for preparation of narwedine and its use in the synthesis of galantamine |
| FR2879599B1 (fr) * | 2004-12-16 | 2007-03-23 | Centre Nat Rech Scient Cnrse | Utilisation de la chromatographie de partage centrifuge pour la purification de la galanthamine |
| EP2009015B1 (de) | 2007-06-18 | 2012-01-11 | Aurobindo Pharma Limited | Herstellungsprozess für Galantaminhydrobromid |
| US20110127879A1 (en) * | 2009-12-01 | 2011-06-02 | Kita Ronald J | Chiral gravitational shielding material |
| CN102304031A (zh) * | 2011-05-13 | 2012-01-04 | 华东理工大学 | 苯甲醛衍生物及其在制备加兰他敏中的应用 |
| CN119528922B (zh) * | 2024-11-22 | 2025-12-09 | 泰安汉威集团有限公司 | 一种氢溴酸加兰他敏关键杂质-氢溴酸表加兰他敏的手性合成方法 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5428159A (en) * | 1994-04-08 | 1995-06-27 | Ciba-Geigy Corporation | Method of manufacture of (-)-galanthamine in high yield and purity substantially free of epigalanthamine |
| WO1996012692A1 (de) * | 1994-10-21 | 1996-05-02 | Waldheim Pharmazeutika Gesellschaft M.B.H. | VERFAHREN ZUM HERSTELLEN VON DERIVATEN DES 4a,5,9,10,11,12,-HEXAHYDRO-6H-BENZOFURO[3a,3,2-ef][2]BENZAZEPINS |
-
1996
- 1996-05-24 GB GBGB9610887.3A patent/GB9610887D0/en active Pending
-
1997
- 1997-05-23 WO PCT/GB1997/001425 patent/WO1997045431A1/en not_active Ceased
- 1997-05-23 PT PT97923254T patent/PT906314E/pt unknown
- 1997-05-23 US US09/194,332 patent/US6346618B1/en not_active Expired - Lifetime
- 1997-05-23 AU AU29110/97A patent/AU713946B2/en not_active Expired
- 1997-05-23 DE DE69715846T patent/DE69715846T2/de not_active Expired - Lifetime
- 1997-05-23 DK DK97923254T patent/DK0906314T3/da active
- 1997-05-23 AT AT97923254T patent/ATE224898T1/de active
- 1997-05-23 ES ES97923254T patent/ES2183175T3/es not_active Expired - Lifetime
- 1997-05-23 EP EP97923254A patent/EP0906314B1/de not_active Expired - Lifetime
- 1997-05-26 ZA ZA974578A patent/ZA974578B/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DE69715846D1 (de) | 2002-10-31 |
| WO1997045431A1 (en) | 1997-12-04 |
| EP0906314A1 (de) | 1999-04-07 |
| HK1022300A1 (en) | 2000-08-04 |
| GB9610887D0 (en) | 1996-07-31 |
| DK0906314T3 (da) | 2002-12-23 |
| AU713946B2 (en) | 1999-12-16 |
| US6346618B1 (en) | 2002-02-12 |
| AU2911097A (en) | 1998-01-05 |
| EP0906314B1 (de) | 2002-09-25 |
| ATE224898T1 (de) | 2002-10-15 |
| ES2183175T3 (es) | 2003-03-16 |
| DE69715846T2 (de) | 2003-04-30 |
| PT906314E (pt) | 2003-01-31 |
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