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 ...

Related Articles:

Efficient chemoenzymatic enantioselective synthesis of diacylglycerols (DAG)

[Tetrahedron Asymmetry, , vol. 15, # 18 p. 2889 - 2892]

A new synthesis of lysophosphatidylcholines and related derivatives. Use of p-toluenesulfonate for hydroxyl group protection

[Rosseto, Renato; Bibak, Niloufar; Hajdu, Joseph Organic and Biomolecular Chemistry, 2006 , vol. 4, # 12 p. 2358 - 2360]

Nucleoside conjugates. 10. Synthesis and antitumor activity of 1-. beta.-D-arabinofuranosylcytosine 5'-diphosphate-1, 2-dipalmitins

[Journal of Medicinal Chemistry, , vol. 31, # 9 p. 1793 - 1798]

Synthesis of a Small Library of Mixed-Acid Phospholipids from D-Mannitol as a Homochiral Starting Material.

[Chemical and Pharmaceutical Bulletin, , vol. 47, # 11 p. 1659 - 1663]

More Articles...