학술논문

Facile synthesis of optically pure (S)-3-p-hydroxyphenyllactic acid derivatives
Document Type
Report
Author abstract
Source
Amino Acids. Sept, 2007, Vol. 33 Issue 3, p537, 5 p.
Subject
Microbiological synthesis
Language
English
ISSN
0939-4451
Abstract
Optically pure (S)-3-p-hydroxyphenyllactic acid derivatives are important intermediates of peroxisome proliferator-activated receptor [alpha]/I3 dual agonists and heteropeptides. Many efforts have been made for synthesis of those intermediates, but there exist some flaws yet. We observed that dielectric constants of organic solvents drastically affected diazotization of O-benzyl-L-tyrosine. Optically pure (S)-3-p-benzyloxyphenyllactic acid was obtained by simple recrystallization when DMF or DMSO of higher dielectric constant was used as a co-solvent in diazotization of O-benzyl-L-tyrosine. It was easily turned into various optically pure (S)-3-p-hydroxyphenyllactic acid derivatives.