JPS5495553A - Production of 3,17-dihydroxypregn-5-ene-20-ine - Google Patents
Production of 3,17-dihydroxypregn-5-ene-20-ineInfo
- Publication number
- JPS5495553A JPS5495553A JP140478A JP140478A JPS5495553A JP S5495553 A JPS5495553 A JP S5495553A JP 140478 A JP140478 A JP 140478A JP 140478 A JP140478 A JP 140478A JP S5495553 A JPS5495553 A JP S5495553A
- Authority
- JP
- Japan
- Prior art keywords
- ene
- ine
- dione
- hydroxypregn
- 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 ethynylated then the pH is adjusted to form 17-hydroxypregn-5-ene-20-ine-3-one, which is reduced to produce title compound useful for medicines in high yield.
CONSTITUTION: The selective ethynylation of the 17 carbonyl in androst-4-ene-3,17- dione is conducted in a hydrophilic organic solvent using a metal acetylide as alkali metal acetylide in an amount of 1 - 100, preferably 2 - 20 times the molar quantity of the dione, then the reaction mixture is adjusted in pH by adding a weak acid with pKa of less than 2 as acetic acid to 1 - 13 at a temperature of 50°C or lower to form 17-hydroxypregn-5-ene-20-ine-3-one. The product is separated and reduced with a reducing agent as metal hydride complex or borohydride compound at -30 - 70°C to obtain the objective compound.
COPYRIGHT: (C)1979,JPO&Japio
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP140478A JPS5495553A (en) | 1978-01-10 | 1978-01-10 | Production of 3,17-dihydroxypregn-5-ene-20-ine |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP140478A JPS5495553A (en) | 1978-01-10 | 1978-01-10 | Production of 3,17-dihydroxypregn-5-ene-20-ine |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS5495553A true JPS5495553A (en) | 1979-07-28 |
JPS6135999B2 JPS6135999B2 (en) | 1986-08-15 |
Family
ID=11500546
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP140478A Granted JPS5495553A (en) | 1978-01-10 | 1978-01-10 | Production of 3,17-dihydroxypregn-5-ene-20-ine |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS5495553A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS54145647A (en) * | 1978-05-09 | 1979-11-14 | Mitsubishi Chem Ind Ltd | Preparation of pregn-5-en-20-yne-3,17-diol |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5492949A (en) * | 1977-12-28 | 1979-07-23 | Mitsubishi Chem Ind Ltd | Production of 3,17-dihydroxypregn-5-ene-29-ine |
-
1978
- 1978-01-10 JP JP140478A patent/JPS5495553A/en active Granted
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5492949A (en) * | 1977-12-28 | 1979-07-23 | Mitsubishi Chem Ind Ltd | Production of 3,17-dihydroxypregn-5-ene-29-ine |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
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 |
---|---|
JPS6135999B2 (en) | 1986-08-15 |
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