Patent · US Expired

Process for the stereoselective preparation of a .beta.-phenylisoserine derivative and its use for the preparation of taxane derivatives

US5726346A · kind A · utility

1Cited by
1References
17Claims
0Family size

Assignee

Inventors

Key dates

Filing dateApr 5, 1995
Grant dateMar 10, 1998
Priority date
Expiry dateApr 5, 2015

Classification

  • Technology area (CPC Y)Emerging Cross-Sectional Technologies
  • CPC primaryY02P20/55
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

This invention relates to a method of stereoselective preparation of a derivative of .beta.-phenylisoserine of formula (I) by the action of an N-carbonyl-benzylimine of formula (II) on an optically active amide of a protected hydroxyacetic acid of formula (III), followed by hydrolysis of the product obtained. In formula (I), (II) or (III), R is an optionally substituted phenyl radical or R.sub.1 --O, Ar is an optionally substituted aryl radical and G.sub.1 is a hydroxy function protection grouping. The product of formula (I) is particularly useful in preparing taxol and Taxotere which have remarkable antitumor properties. ##STR1##

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.