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Patent Searching and Data


Title:
NEW PRODUCTION OF TAXANE USING OXAZOLIDINE INTERMEDIATE
Document Type and Number:
Japanese Patent JPH08291119
Kind Code:
A
Abstract:

To obtain a new oxazolidine compound useful as an intermediate for synthesizing 13C acyloxy side chain-bound taxanes having pharmacological activity, and to provide a method for producing taxanes by using the above intermediate.

A compound of formula I (R1 is H, an arylcarbonyl, alkoxycarbonyl or the like; R2 is an aryl, heterocycle or alkyl; R5 and R6 are each an alkyl or the like) or a salt thereof is brought into contact with (B) a compound of the formula: HO-T (T is a taxane moiety directly bound to its C13 site) or a salt thereof to form (C) a compound of formula II or a salt thereof, which, in turn, is brought into contact with a ring-opening agent (pref. a Lewis acid) followed by, if necessary, deprotection of the protected hydroxyl group to obtain (D) the objective compound of formula III or a salt thereof. By the way, the compound of formula I where R1 is R1* is prepared by bringing a compound of formula IV (R4 is an alkyl, alkenyl, aryl or the like; R1* is H, an arylcarbonyl or the like) into contact with a hydrolyzing agent.


Inventors:
JIYON KEI SOTSUTASHIRU
IWAN DEI TORIFUNOBITSUCHI
Application Number:
JP6614196A
Publication Date:
November 05, 1996
Filing Date:
March 22, 1996
Export Citation:
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Assignee:
BRISTOL MYERS SQUIBB CO
International Classes:
C07C227/12; C07C229/22; C07C231/12; C07C233/82; C07C233/87; C07D263/04; C07D263/06; C07D305/14; C07D413/12; C07F7/18; (IPC1-7): C07C229/22; C07C227/12; C07C231/12; C07C233/82; C07D263/06; C07D305/14; C07D413/12
Attorney, Agent or Firm:
Aoyama Ryo (1 person outside)