Title:
PROSTAGLANDIN E1 ANALOGUE
Document Type and Number:
Japanese Patent JP3865842
Kind Code:
B2
Abstract:
PROBLEM TO BE SOLVED: To obtain the subject compound showing smaller side effects than the conventional ones, potent and highly lasting anti-ulcer effects, and useful as a medicine by providing a triple bond and phenoxy group or the like each at a specific site.
SOLUTION: This compound is shown by formula I [A is ethylene, vinylene or the like; R is a group shown by formula II (R1 is a 1-4C alkyl or the like) or the like; and (n) is 0 or 1], e.g. 2-decarboxy-2-hydroxymethyl-16-phenoxy-17,18,19,20- tetranol-13,14-didehydro-PGE1. The compound shown by formula I is obtained by the following steps: (1) a compound shown by formula III (TBS is t-butyldimethylsilyl) is reacted with approximately 0.8 to 2.0 equivalents of an organoaluminum compound in an inert solvent at approximately -10 to 30°C to produce a compound shown by formula IV, (2) the compound shown by formula IV is reacted with approximately 0.5 to 4 equivalents of a compound shown by formula V (R5 is the same as R, or the like) in the presence of approximately 0.55 to 2 equivalents of a free radical generator and free radical reducing agent in an inert solvent at approximately -78 to 100°C to produce a compound shown by formula VI, and (3) the TBS group as a protective group for the OH group in the compound shown by formula VI is deprotected.
Inventors:
Fumie Sato
Kazuya Kameo
Toru Tanami
Hideo Tanaka
Youichi Shimazaki
Naoya Ono
Kazuya Kameo
Toru Tanami
Hideo Tanaka
Youichi Shimazaki
Naoya Ono
Application Number:
JP32828396A
Publication Date:
January 10, 2007
Filing Date:
December 09, 1996
Export Citation:
Assignee:
Taisho Pharmaceutical Co., Ltd.
Fumie Sato
Fumie Sato
International Classes:
A61K31/557; C07C405/00; A61K31/5575; A61P1/04; (IPC1-7): C07C405/00; //A61K31/557
Domestic Patent References:
| JP7285930A | ||||
| JP7233145A | ||||
| JP7025847A |
Foreign References:
| WO1994027962A1 |
Attorney, Agent or Firm:
Tomizo Kitagawa