GB888411A - Esterification of yohimbane derivatives - Google Patents
Esterification of yohimbane derivativesInfo
- Publication number
- GB888411A GB888411A GB11639/58A GB1163958A GB888411A GB 888411 A GB888411 A GB 888411A GB 11639/58 A GB11639/58 A GB 11639/58A GB 1163958 A GB1163958 A GB 1163958A GB 888411 A GB888411 A GB 888411A
- Authority
- GB
- United Kingdom
- Prior art keywords
- yohimbane
- methoxycarbonyl
- esterification
- trimethoxybenzoyloxy
- seco
- 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
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
18b -Hydroxy-20a -yohimbane esters having the following structure at carbon atoms 16, 17, and 18 <FORM:0888411/IV (b)/1> wherein R is alkyl, aryl, aralkyl, or alkaryl, and R1 is -OCH3 or -CN, are prepared by esterification of the corresponding 18b -hydroxy compounds with the appropriate acid anhydride in the presence of a pyridine base and a second organic tertiary base stronger than pyridine, e.g. triethylamine, with warming and in the absence of air. Examples describe the preparation of reserpine, rescinnamine, deserpidine, 18b -(31,41,51 - trimethoxybenzoyloxy) - 17a - methoxy16b - methoxycarbonyl - 3 - oxo - 2,3 - seco - 20a - yohimbane, and its 11-methoxy derivative, 18b -(31,41,51 - trimethoxycinnamoyloxy) - 11,17a - dimethoxy - 16b - methoxycarbonyl - 3 - oxo - 2,3 - seco - 20a - yohimbane, 10 - chlorodeserpidine, and laevo - 18b - (31,41,51 - trimethoxybenzoyloxy) - 11 - methoxy - 18b - methoxycarbonyl - 17a - cyano - 3b ,20a - yohimbane. 3,4,5-Trimethoxycinnamoyl anhydride is prepared from the acid by treatment with tosyl chloride and triethylamine in acetone. Specifications 809,912, 868,475, 868,477, 888,407, 888,408, 888,409, 888,410, 888,412, 888,413, 888,414 and 888,418 are referred to.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR888411X | 1957-07-25 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB888411A true GB888411A (en) | 1962-01-31 |
Family
ID=9376762
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB11639/58A Expired GB888411A (en) | 1957-07-25 | 1958-04-11 | Esterification of yohimbane derivatives |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB888411A (en) |
-
1958
- 1958-04-11 GB GB11639/58A patent/GB888411A/en not_active Expired
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