GB973010A - Improved process for the preparation of pregnane derivatives from pseudosapogenins and their esters - Google Patents
Improved process for the preparation of pregnane derivatives from pseudosapogenins and their estersInfo
- Publication number
- GB973010A GB973010A GB4667762A GB4667762A GB973010A GB 973010 A GB973010 A GB 973010A GB 4667762 A GB4667762 A GB 4667762A GB 4667762 A GB4667762 A GB 4667762A GB 973010 A GB973010 A GB 973010A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acetate
- prepared
- treating
- pseudosapogenins
- keto
- 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
- C07J—STEROIDS
- C07J9/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of more than two carbon atoms, e.g. cholane, cholestane, coprostane
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J5/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane and substituted in position 21 by only one singly bound oxygen atom, i.e. only one oxygen bound to position 21 by a single bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J75/00—Processes for the preparation of steroids in general
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Steroid Compounds (AREA)
Abstract
20-Keto-16 (17)-dehydropregnane derivatives are prepared by treating pseudosapogenins with ozone in the presence of a neutral carboxylic ester, a halogenated organic solvent, a tertiary amine basic solvent or a fatty acid solvent to form an ozonide, treating the ozonides with triphenyl phosphine, sodium borohydride, lithium aluminium hydride or sodium sulphite to form 16-acyloxy -20- keto-pregnanes, and treating the last named compounds with a saponifying agent. A product containing a 3-hydroxy group may be 3-acylated as required. Suitable solvents that may be used for the reaction with ozone are pyridine, ethyl acetate, chloroform or acetic acid. In the examples D 5,16-pregnadien-3 b -ol and the corresponding 3-acetate are prepared from pseudodiosgenin acetate; D 16-allopregnene-3 b -ol-12, 20-dione is prepared from pseudo-hecogenin acetate; and D 16-pregnen-3 b -ol-20-one and the corresponding 3-acetate are prepared from pseudosarsapogenin acetate.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| MX6580362 | 1962-01-19 | ||
| US20875462A | 1962-07-10 | 1962-07-10 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB973010A true GB973010A (en) | 1964-10-21 |
Family
ID=26640854
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4667762A Expired GB973010A (en) | 1962-01-19 | 1962-12-11 | Improved process for the preparation of pregnane derivatives from pseudosapogenins and their esters |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB973010A (en) |
-
1962
- 1962-12-11 GB GB4667762A patent/GB973010A/en not_active Expired
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