Patent · US Expired

Process for preparing D-alloisoleucine and intermediates for preparation

US6310242A · kind A · utility

3Cited by
1References
20Claims
0Family size

Assignee

Inventors

Key dates

Filing dateFeb 17, 1999
Grant dateOct 30, 2001
Priority date
Expiry dateFeb 17, 2019

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07C227/36
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

Disclosed are a novel process for preparing D-alloisoleucine and an improved process for epimerizing L-isoleucine to prepare D-alloisoleucine. In the former process, (2S, 3S)-tartaric acid derivative of formula I below; wherein R stands for a hydrogen atom, a C.sub.1 -C.sub.3 lower alkyl group, lower alkoxy group, chlorine atom, bromine atom and nitro group; and "n" is a number of 0, 1 and 2; is combined with an epimer mixture of L-isoleucine and D-alloisoleucine in a reaction medium to form a complex of D-alloisoleucine and the compound of formula I. The precipitated complex is decomposed by putting it in an alcohol to isolate D-alloisoleucine. In the latter process, L-isoleucine is suspended in an inert solvent which does not substantially dissolve amino acids, and epimerized in the presence of C.sub.1 -C.sub.5 saturated lower fatty acid and salicylaldehyde. ##STR1##

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