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Title:
PHENYL-SUBSTITUTED HYDROXYCYCLOPENTENONES, PENTANONE, PHENYL-SUBSTITUTED PROSTAGLANDIN I2 INTERMEDIATE, PRODUCTION AND OPTICAL RESOLUTION THEREOF
Document Type and Number:
Japanese Patent JP3541417
Kind Code:
B2
Abstract:

PURPOSE: To obtain a novel intermediate for a phenyl-substituted prostaglandin I2 which is useful as a variety of medicines.
CONSTITUTION: A compound of formula I [Z1 is H, a protecting group for OH; X1 is H, halogen, OH, SH, amino; X2 is a halogen,-Y1h(CR1R2)mAn(CH2)pY2(CR3R4)rQs (Y1, Y2 are O, S; A is a divalent group ; R1-R4 are H, a 1-4C alkyl, a 1-4C alkoxy; Q is H,-COOH, cyano; h, n, q, s are 0, 1; m, p, r are 0-5]. The compound of formula I is obtained by rearrangement of a furan derivative of formula II in the presence of an acid catalyst, isomerization under acidic or basic conditions and, when needed, protection of the hydroxyl group. Further, the reaction of a compound of formula I with a nucleophilic reagent gives a novel phenyl-substituted hydroxycyclopentanones, the reaction of the product with a reducing agent affords a novel phenyl-substituted hydroxycyclopentanes, and cyclization forms a phenyl-substituted prostaglandin I2.


Inventors:
Fumie Sato
Application Number:
JP5121694A
Publication Date:
July 14, 2004
Filing Date:
February 24, 1994
Export Citation:
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Assignee:
Nissan Chemical Industry Co., Ltd.
Fumie Sato
International Classes:
C12P41/00; C07C45/59; C07C49/753; C07C67/31; C07C67/313; C07C67/333; C07C67/347; C07C69/63; C07C69/76; C07C69/92; C07C255/40; C07D307/93; C07F7/18; (IPC1-7): C07C49/753; C07C45/59; C07C67/31; C07C67/313; C07C67/333; C07C67/347; C07C69/63; C07C69/76; C07C69/92; C07D307/93; C07F7/18; C12P41/00
Domestic Patent References:
JP7238068A
JP57144276A
JP58124778A
Attorney, Agent or Firm:
Takashi Kojima