817210-68-7Relevant articles and documents
Total synthesis of the epoxy isoprostane phospholipids PEIPC and PECPC
Jung, Michael E.,Berliner, Judith A.,Angst, Daniela,Yue, Dawei,Koroniak, Lukasz,Watson, Andrew D.,Li, Rongsong
, p. 3933 - 3935 (2007/10/03)
(Chemical Equation Presented) A total synthesis of the naturally occurring hydroxy ketone PEIPC 1, a compound that plays a role in endothelial activation in atherosclerosis, has been completed via a triply convergent preparation of a protected EI derivative 13 from 3,5-diacetoxycyclopentene 7, pentane-1,5-diol, and vinyllithium, using Sharpless epoxidation and enzymatic resolution as key steps. Final coupling with lyso-PC 16 and silyl group deprotection gave PECPC 2 and PEIPC 1, which showed the same activity as natural PECPC and PEIPC.