1061330-18-4Relevant articles and documents
Synthesis of the PMB ether of 5,6-epoxyisoprostane E2 through aldol reaction of the α-bromocyclopentanone
Kawashima, Hidehisa,Kobayashi, Yuichi
, p. 2598 - 2601 (2014/06/09)
5,6-Epoxyisoprostane E2 was synthesized via bromohydrination of the cyclopentene and aldol reaction of the α-bromocyclopentanone with the epoxyaldehyde. High regioselectivity in the bromohydrination was attained with recrystallized NBS and pyridine in aqu
Improved synthesis of the epoxy isoprostane phospholipid PEIPC and its reactivity with amines
Jung, Michael E.,Berliner, Judith A.,Koroniak, Lukasz,Gugiu, B. Gabriel,Watson, Andrew D.
supporting information; experimental part, p. 4207 - 4209 (2009/05/30)
(Chemical Equation Presented) 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.