Chiral auxiliary-mediated enantioenrichment of (±)-ibuprofen, under steglich conditions, with secondary alcohols derived from (R)-carvone

Journal of the Brazilian Chemical Society

Marcela Amongero¹  Damian Visnovezky¹  Teodoro S. Kaufman¹ 

[1] ,UNR CONICET Instituto de Química Rosario

关键词: ibuprofen;    carvone;    Steglich esterification;    chiral auxiliaries;    chiral secondary alcohols;   

DOI  :  10.1590/S0103-50532010000600011

来源: SciELO

【 摘 要 】

The synthesis of a series of chiral secondary alcohols derived from (R)-carvone, and the stereochemical outcome of their reaction with (±)-ibuprofen, is reported. The racemic drug was transformed into the corresponding diastereomeric esters mediated by DCC/DMAP, affording up to 5.7:1 diastereomeric ratios of the esters derived from either (S)- or (R)-ibuprofen, depending on the type of chiral auxiliary employed.

【 授权许可】

CC BY   
 All the contents of this journal, except where otherwise noted, is licensed under a Creative Commons Attribution License