J. Lipid Res. Acyl Labeled PIP's available August 1, 2008
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Journal of Lipid Research, Vol 22, 879-882, Copyright © 1981 by Lipid Research, Inc.

ARTICLES

Synthesis of sn-glycero-1-phosphocholine

P Kanda and MA Wells

The preparation of sn-glycero-1-phosphocholine is described. 2,3-O- Isopropylidene-sn-glycerol is condensed first with the 1,2- dimethylethenylene phosphorochloridate in the presence of triethylamine to yield the cyclic phosphotriester derivative. Choline p- toluenesulfonate, as the second alcohol, is condensed with this intermediate to yield the phosphotriester bearing the 1-methyl-acetonyl blocking group. This is removed under basic conditions to afford the 2,3-O-isopropylidene-sn-glycerol-1-phosphocholine in 57% yield following silicic acid column chromatography. The acetone blocking group is then removed with aqueous HCl (pH 2.3) to give pure sn-glycero- 1-phosphocholine.
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