Facile synthesis of optically pure (<Emphasis Type="Italic">S</Emphasis>)-3-<Emphasis Type="Italic">p</Emphasis>-hydroxyphenyllactic acid derivatives |
| |
| Authors: | Q L Zeng H Q Wang Z R Liu B G Li Y F Zhao |
| |
| Institution: | (1) Key Laboratory for Chemical Biology of the Province of Fujian, Department of Chemistry, Xiamen University, Xiamen, China;(2) Institute of Pharmacy, Chengdu Di’ao Pharmaceutical Group, Chengdu, China |
| |
| Abstract: | Summary. Optically pure (S)-3-p-hydroxyphenyllactic acid derivatives are important intermediates of peroxisome proliferator-activated receptor α/γ 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. |
| |
| Keywords: | : Solvent effects – Diazotization – O-Benzyl-L-tyrosine – (S)-3-p-Benzyloxyphenylpropionic acid – (S)-p-Hydroxyphenyllactic acid |
| 本文献已被 PubMed SpringerLink 等数据库收录！ |
