Tetrahedron

Synthesis of 1-lyso-2-palmitoyl-rac-glycero-3-phosphocholine and its regioisomers and structural elucidation by NMR spectroscopy and FAB tandem mass …

YA Kim, MS Park, YH Kim, SY Han

Index: Kim, Young-Ah; Park, Myoung-Soon; Kim, Young Hwan; Han, So-Yeop Tetrahedron, 2003 , vol. 59, # 16 p. 2921 - 2928

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Citation Number: 21

Abstract

Three regioisomers of a naturally occurring lysophosphatidylcholine were chemically synthesized from glycerol. The phosphocholine moiety of the molecule was introduced by sequentially reacting with ethylene chlorophosphite, bromine, water, and trimethyl amine. Removal of a silyl protecting group of the hydroxyl group in the glycerol backbone was achieved without any accompanying acyl migration in the final stage of the synthesis by ...