Title:
PRODUCTION OF COPROSTANEDIOL DERIVATIVE
Document Type and Number:
Japanese Patent JP3776478
Kind Code:
B2
Abstract:
PURPOSE: To easily synthesize a coprostanediol derivative useful as a synthetic intermediate for a vitamin D derivative in large amount and high yield by a specific method using inexpensive lithocholic acid as a starting raw material.
CONSTITUTION: This coprostanediol derivative of formula IV (R6 and R7 each is a lower alkyl) is produced by reducing a compound of formula I (R1 is H or a protecting group; R2 is a lower alkyl) with sodium borohydride preferably using methanol, etc., as an activating agent, converting the product into a compound of formula II (R3 is an eliminable group) preferably in the presence of triphenyl phosphine, imidazole and iodine by iodination reaction, etc., reacting the compound with a metal cyanide (preferably sodium cyanide), reacting the reaction product with an alcohol under acidic condition and reacting the resultant compound of formula III (R4 is a lower alkyl) with an organometallic reagent (preferably methylcerium dichloride).
Inventors:
Tsuyoshi Yamauchi
Fujio Yasuo
Fujio Yasuo
Application Number:
JP6718795A
Publication Date:
May 17, 2006
Filing Date:
February 16, 1995
Export Citation:
Assignee:
Chugai Pharmaceutical Co., Ltd.
International Classes:
C07J9/00; C07J75/00; (IPC1-7): C07J75/00; C07J9/00
Attorney, Agent or Firm:
Hiroshi Kobayashi
Eiji Katayama
Yasuhito Suzuki
Eiji Katayama
Yasuhito Suzuki