GB1440634A - Process for the preparation of vincamone and vincanol - Google Patents
Process for the preparation of vincamone and vincanolInfo
- Publication number
- GB1440634A GB1440634A GB5687373A GB5687373A GB1440634A GB 1440634 A GB1440634 A GB 1440634A GB 5687373 A GB5687373 A GB 5687373A GB 5687373 A GB5687373 A GB 5687373A GB 1440634 A GB1440634 A GB 1440634A
- Authority
- GB
- United Kingdom
- Prior art keywords
- vincanol
- vincamone
- mixture
- pure
- isovincanol
- 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
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D461/00—Heterocyclic compounds containing indolo [3,2,1-d,e] pyrido [3,2,1,j] [1,5]-naphthyridine ring systems, e.g. vincamine
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Abstract
1440634 Vincamone and vincanol RICHTER GEDEON VEGYESZETI GYAR RT 7 Dec 1973 [8 Dec 1972] 56873/73 Heading C2C Vincamone and/or vincanol having the Formula I in which Z is O (vincamone) or H, OH (vincanol) is/are prepared by oxidizing a compound of the Formula II in which R is H or C 1-5 alkyl, with an oxidizing agent in a solvent at an elevated temperature. When R is C 1-5 alkyl, vincamone is obtained, and when R is H, a mixture of vincamone and vincanol is obtained. This mixture can be resolved into its individual components or oxidized to form pure vincamone. The mixture (or pure vincamone) may also be reduced with a complex metal hydride to form pure vincanol or a mixture of vincanol and isovincanol, the isovincanol preferably being epimerized to form further vincanol. The starting material (II) may be in the form of its optically active isomers or in racemic form, and any resulting racemic or optically active isomers may be separated from each other. Compound (II) is resolved into its stereoisomers by diastereoisomeric salt-pair formation using dibenzoyl tartaric acid.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HURI492A HU166766B (en) | 1972-12-08 | 1972-12-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1440634A true GB1440634A (en) | 1976-06-23 |
Family
ID=11000909
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5687373A Expired GB1440634A (en) | 1972-12-08 | 1973-12-07 | Process for the preparation of vincamone and vincanol |
Country Status (11)
| Country | Link |
|---|---|
| JP (1) | JPS5147720B2 (en) |
| AT (1) | AT341686B (en) |
| BE (1) | BE808245A (en) |
| CH (2) | CH591482A5 (en) |
| DD (1) | DD108091A5 (en) |
| FR (1) | FR2209757B1 (en) |
| GB (1) | GB1440634A (en) |
| HU (1) | HU166766B (en) |
| PL (1) | PL94163B1 (en) |
| SE (2) | SE408646B (en) |
| SU (2) | SU629883A3 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4291038A (en) * | 1977-02-22 | 1981-09-22 | Roussel Uclaf | Cerebral vasodilating 20,21-dinoreburnamenine derivatives |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| HU182411B (en) * | 1981-11-03 | 1984-01-30 | Richter Gedeon Vegyeszet | Process for preparing eburnamonine derivatives |
| HU187139B (en) * | 1982-06-30 | 1985-11-28 | Richter Gedeon Vegyeszet | Process for preparing new eburnan derivatives |
| HU191403B (en) * | 1984-04-02 | 1987-02-27 | Richter Gedeon Vegyeszeti Gyar Rt,Hu | Process for preparing new, raceme and optically active 14-hydroxyimino-eburnane |
-
1972
- 1972-12-08 HU HURI492A patent/HU166766B/hu unknown
-
1973
- 1973-11-21 AT AT974773A patent/AT341686B/en active
- 1973-12-03 DD DD175062A patent/DD108091A5/xx unknown
- 1973-12-04 CH CH994076A patent/CH591482A5/xx not_active IP Right Cessation
- 1973-12-04 CH CH1693273A patent/CH593973A5/xx not_active IP Right Cessation
- 1973-12-05 BE BE138536A patent/BE808245A/en not_active IP Right Cessation
- 1973-12-05 FR FR7343390A patent/FR2209757B1/fr not_active Expired
- 1973-12-06 SE SE7316516A patent/SE408646B/en unknown
- 1973-12-07 GB GB5687373A patent/GB1440634A/en not_active Expired
- 1973-12-07 PL PL1973167132A patent/PL94163B1/pl unknown
- 1973-12-07 SU SU731976298A patent/SU629883A3/en active
- 1973-12-08 JP JP48137274A patent/JPS5147720B2/ja not_active Expired
-
1976
- 1976-10-05 SU SU762406242A patent/SU589923A3/en active
-
1977
- 1977-03-02 SE SE7702331A patent/SE415884B/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4291038A (en) * | 1977-02-22 | 1981-09-22 | Roussel Uclaf | Cerebral vasodilating 20,21-dinoreburnamenine derivatives |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5147720B2 (en) | 1976-12-16 |
| CH591482A5 (en) | 1977-09-30 |
| HU166766B (en) | 1975-05-28 |
| SU629883A3 (en) | 1978-10-25 |
| SE7702331L (en) | 1977-03-02 |
| CH593973A5 (en) | 1977-12-30 |
| FR2209757A1 (en) | 1974-07-05 |
| AT341686B (en) | 1978-02-27 |
| SE408646B (en) | 1979-06-25 |
| ATA974773A (en) | 1977-06-15 |
| BE808245A (en) | 1974-03-29 |
| FR2209757B1 (en) | 1977-09-30 |
| DD108091A5 (en) | 1974-09-05 |
| JPS49133400A (en) | 1974-12-21 |
| SE415884B (en) | 1980-11-10 |
| SU589923A3 (en) | 1978-01-25 |
| PL94163B1 (en) | 1977-07-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |