A new approach to the stereospecific synthesis of phospholipids. The use of L-glyceric acid for the preparation of diacylglycerols, phosphatidylcholines, and related …

FS Roodsari, D Wu, GS Pum…

Index: Roodsari, Farzaneh S.; Wu, Dongpei; Pum, Gregory S.; Hajdu, Joseph Journal of Organic Chemistry, 1999 , vol. 64, # 21 p. 7727 - 7737

Full Text: HTML

Citation Number: 35

Abstract

A new stereospecific synthesis of phospholipid derivatives of 1, 2-diacyl-sn-glycerols is reported. The synthesis is based on (1) the use of l-glyceric acid as the stereocenter for construction of the optically active phospholipid molecule,(2) preparation of 3- triphenylmethyl-sn-glycerol as the key intermediate for sequential introduction of the primary and secondary acyl functions leading to the chiral diglycerides, and (3) elaboration of the ...