JPS5581899A - Mutual conversion between hydroxycholesterol stereoisomers - Google Patents

Mutual conversion between hydroxycholesterol stereoisomers

Info

Publication number
JPS5581899A
JPS5581899A JP15411178A JP15411178A JPS5581899A JP S5581899 A JPS5581899 A JP S5581899A JP 15411178 A JP15411178 A JP 15411178A JP 15411178 A JP15411178 A JP 15411178A JP S5581899 A JPS5581899 A JP S5581899A
Authority
JP
Japan
Prior art keywords
group
hydroxyl
hydroxycholesterol
acyl
stereoisomers
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
JP15411178A
Other languages
Japanese (ja)
Other versions
JPS629118B2 (en
Inventor
Nobuo Ikegawa
Yoshinori Fujimoto
Toru Takeshita
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.)
Japan Science and Technology Agency
Teijin Ltd
Shingijutsu Kaihatsu Jigyodan
Teijin Iyaku KK
Original Assignee
Research Development Corp of Japan
Teijin Ltd
Shingijutsu Kaihatsu Jigyodan
Teijin Iyaku KK
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 Research Development Corp of Japan, Teijin Ltd, Shingijutsu Kaihatsu Jigyodan, Teijin Iyaku KK filed Critical Research Development Corp of Japan
Priority to JP15411178A priority Critical patent/JPS5581899A/en
Publication of JPS5581899A publication Critical patent/JPS5581899A/en
Publication of JPS629118B2 publication Critical patent/JPS629118B2/ja
Granted legal-status Critical Current

Links

Classifications

    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Steroid Compounds (AREA)

Abstract

PURPOSE: To obtain a compound useful as an intermediate for the synthesis of medicines, by esterifying and isomerizing one of the stereoisomers of hydroxycholesterol in the presence of a diazodicarboxylic acid and a phosphine.
CONSTITUTION: (A) A hydroxycholesterol of formula I: (R1 is acyl or a group forming an ether group with a hydroxyl group, etc.; R2 is H, hydroxyl, acyl, or a hydroxyl group protected by a group forming an ether group with a hydroxyl group) is reacted with (B) a diazodicarboxylic dialkyl ester of formula II: (R3 is alkyl group) in the presence of (C) a triarylphosphine, in (D) a solvent, e.g. an organic carboxylic acid, e.g. benzoic acid, and tetrahydrofuran at room temperature to isomerize and esterify the hydroxyl group linked to the asymmetric carbon atom at the 24-position. The acyl group is hydrolyzed to eliminate the hydroxyl-protecting group, if necessary.
COPYRIGHT: (C)1980,JPO&Japio
JP15411178A 1978-12-15 1978-12-15 Mutual conversion between hydroxycholesterol stereoisomers Granted JPS5581899A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP15411178A JPS5581899A (en) 1978-12-15 1978-12-15 Mutual conversion between hydroxycholesterol stereoisomers

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP15411178A JPS5581899A (en) 1978-12-15 1978-12-15 Mutual conversion between hydroxycholesterol stereoisomers

Publications (2)

Publication Number Publication Date
JPS5581899A true JPS5581899A (en) 1980-06-20
JPS629118B2 JPS629118B2 (en) 1987-02-26

Family

ID=15577157

Family Applications (1)

Application Number Title Priority Date Filing Date
JP15411178A Granted JPS5581899A (en) 1978-12-15 1978-12-15 Mutual conversion between hydroxycholesterol stereoisomers

Country Status (1)

Country Link
JP (1) JPS5581899A (en)

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
TETRAHEDRON LETTERS=1973 *

Also Published As

Publication number Publication date
JPS629118B2 (en) 1987-02-26

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