Improved Synthesis of the Epoxy Isoprostane Phospholipid PEIPC and its Reactivity with Amines
Organic Letters2008Vol. 10(19), pp. 4207–4209
Citations Over TimeTop 23% of 2008 papers
Abstract
An improved synthesis of the naturally occurring hydroxy ketone 1-palmitoyl-2-(5,6)-epoxyisoprostane E 2- sn-glycero-3-phosphocholine (PEIPC) 1, a compound that plays a role in endothelial activation in atherosclerosis, has been carried out using a PMB ether as the key protecting group. Opening of an intermediate with pentylamine shows that the allylic epoxide is the position of attack by nucleophiles.
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