GB719226A - Process of reducing a ketone grouping in a keto-substituted steroid compound - Google Patents
Process of reducing a ketone grouping in a keto-substituted steroid compoundInfo
- Publication number
- GB719226A GB719226A GB26865/51A GB2686551A GB719226A GB 719226 A GB719226 A GB 719226A GB 26865/51 A GB26865/51 A GB 26865/51A GB 2686551 A GB2686551 A GB 2686551A GB 719226 A GB719226 A GB 719226A
- Authority
- GB
- United Kingdom
- Prior art keywords
- keto
- cyano
- pregnene
- hydroxy
- oximino
- 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
- 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
A ketone grouping in a keto-substituted steroid compound containing at least one unsaturated carbon-nitrogen linkage is reduced, without substantially affecting said linkage, by reacting said keto-substituted steroid compound with an alkali metal borohydride thereby forming the corresponding hydroxy-substituted steroid compound. As alkali metal borohydride there may be used sodium or lithium borohydrides. The reaction may be effected in an organic solvent, e.g. tetrahydrofuran, in the temperature range 0 DEG to 70 DEG C. As starting materials there may be used D 17-11-keto-20-cyano - pregnene; D 17 - 3,11 - diketo - 20 - cyano - pregnene; D 17 - 3 - hydroxy - 11 - keto - 20 - cyano - pregnene; D 17 - 3,11 - diketo - 20 - cyano - 21 - hydroxy - pregnene; D 17 - 3,21 - dihydroxy - 11 - keto - 20 - cyano - pregnene; D 17 - 3 - hydroxy - 11 - keto - 20 - cyano - 21 - acyloxy - pregnenes; D 17 - 3,11 - diketo - 20 - cyano - 21 - acetoxy - pregnene; D 17 - 3,11 - diketo - 20 - cyano - 21 - acyloxy - pregnenes as well as D 17-11-keto-20-cyano compounds containing additional unsaturation such as D 17-3-(oximino, semicarbazido or arylhydrazino)-11-keto - 20 - cyano - pregnenes; D 17 - 3 - (oximino, semicarbazido or arylhydrazino)-11-keto-20 - cyano - 21 - hydroxy - pregnene; or D 17-3-(oximino, semicarbazido or arylhydrazino)-11-keto - 20 - cyano - 21 - acyloxy - pregnene. More generally the starting materials are 11-keto steroids containing at least one unsaturated carbon-nitrogen linkage, e.g. an oximino, semi-carbazido or arylhydrazino group.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US719226XA | 1950-11-25 | 1950-11-25 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB719226A true GB719226A (en) | 1954-12-01 |
Family
ID=22104452
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB26865/51A Expired GB719226A (en) | 1950-11-25 | 1951-11-16 | Process of reducing a ketone grouping in a keto-substituted steroid compound |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB719226A (en) |
-
1951
- 1951-11-16 GB GB26865/51A patent/GB719226A/en not_active Expired
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