JPS5492949A - Production of 3,17-dihydroxypregn-5-ene-29-ine - Google Patents
Production of 3,17-dihydroxypregn-5-ene-29-ineInfo
- Publication number
- JPS5492949A JPS5492949A JP15833377A JP15833377A JPS5492949A JP S5492949 A JPS5492949 A JP S5492949A JP 15833377 A JP15833377 A JP 15833377A JP 15833377 A JP15833377 A JP 15833377A JP S5492949 A JPS5492949 A JP S5492949A
- Authority
- JP
- Japan
- Prior art keywords
- ene
- dihydroxypregn
- ine
- acetylide
- androst
- 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.)
- Granted
Links
Abstract
PURPOSE: Androst-4-ene-3,17-dione is reacted with a metal acetylide and the product is reduced with alkali metal borohydride to produce readily title compound used as intermediate for synthesizing spinolactone, a diuretic agent, in high yield.
CONSTITUTION: The reaction of androst-4-ene-3,17-dione (abbreviated to 4AD hereinafter) with a metal acetylide as potassium acetylide is carried out in a hydrophilic organic solvent as tetrahydrofuran to ethynylate the carbonyl group selectively in the 17 position. Then the pH of the reaction mixture is made to 9W13 and the reduction is effected using alkali metal borohydride to produce 3,.17-dihydroxypregn-5-ene-20-ine.
COPYRIGHT: (C)1979,JPO&Japio
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP15833377A JPS5492949A (en) | 1977-12-28 | 1977-12-28 | Production of 3,17-dihydroxypregn-5-ene-29-ine |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP15833377A JPS5492949A (en) | 1977-12-28 | 1977-12-28 | Production of 3,17-dihydroxypregn-5-ene-29-ine |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS5492949A true JPS5492949A (en) | 1979-07-23 |
JPS6115879B2 JPS6115879B2 (en) | 1986-04-26 |
Family
ID=15669342
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP15833377A Granted JPS5492949A (en) | 1977-12-28 | 1977-12-28 | Production of 3,17-dihydroxypregn-5-ene-29-ine |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS5492949A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5495553A (en) * | 1978-01-10 | 1979-07-28 | Mitsubishi Chem Ind Ltd | Production of 3,17-dihydroxypregn-5-ene-20-ine |
JPS54145647A (en) * | 1978-05-09 | 1979-11-14 | Mitsubishi Chem Ind Ltd | Preparation of pregn-5-en-20-yne-3,17-diol |
-
1977
- 1977-12-28 JP JP15833377A patent/JPS5492949A/en active Granted
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5495553A (en) * | 1978-01-10 | 1979-07-28 | Mitsubishi Chem Ind Ltd | Production of 3,17-dihydroxypregn-5-ene-20-ine |
JPS6135999B2 (en) * | 1978-01-10 | 1986-08-15 | Mitsubishi Chem Ind | |
JPS54145647A (en) * | 1978-05-09 | 1979-11-14 | Mitsubishi Chem Ind Ltd | Preparation of pregn-5-en-20-yne-3,17-diol |
Also Published As
Publication number | Publication date |
---|---|
JPS6115879B2 (en) | 1986-04-26 |
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