JPS5492949A - Production of 3,17-dihydroxypregn-5-ene-29-ine - Google Patents

Production of 3,17-dihydroxypregn-5-ene-29-ine

Info

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
Application number
JP15833377A
Other languages
Japanese (ja)
Other versions
JPS6115879B2 (en
Inventor
Susumu Sugano
Shinichiro Fujimori
Rikizo Furuya
Takezo Nakanome
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Mitsubishi Kasei Corp
Original Assignee
Mitsubishi Kasei Corp
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Mitsubishi Kasei Corp filed Critical Mitsubishi Kasei Corp
Priority to JP15833377A priority Critical patent/JPS5492949A/en
Publication of JPS5492949A publication Critical patent/JPS5492949A/en
Publication of JPS6115879B2 publication Critical patent/JPS6115879B2/ja
Granted legal-status Critical Current

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
JP15833377A 1977-12-28 1977-12-28 Production of 3,17-dihydroxypregn-5-ene-29-ine Granted JPS5492949A (en)

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)

* Cited by examiner, † Cited by third party
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

Cited By (3)

* Cited by examiner, † Cited by third party
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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