A new reagent for the removal of the 4-methoxybenzyl ether: application to the synthesis of unusual macrocyclic and bolaform phosphatidylcholines.

N Hebert, A Beck, RB Lennox…

Index: Hebert; Beck; Lennox; Just Journal of Organic Chemistry, 1992 , vol. 57, # 6 p. 1777 - 1783

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Citation Number: 72

Abstract

The total synthesis of two novel polymerizable phosphatidylcholines has been accomplished using 344-methoxybenzy1)-sn-glycerol 10 as starting material. Diacylation of 10 with 13-tetradecynoic acid followed by oxidative coupling of the alkynes gives the 32- membered glycerol macrocycle 17. Sequential acylation of 10 with palmitic acid and lbhexadecynoic acid followed by oxidative coupling gives the bolaform 16, tethered at the ...