(R)-N-(2-(Benzyloxy)-5-(oxiran-2-yl)phenyl)formamide → 5-{(1R)-2-[Benzyl(6-{4-[3-(cyclopentylsulfonyl)phenyl]butoxy}hexyl)amino]-1-hydroxyethyl}-2-(benzyloxy)phenylformamide

Participants

Reaction Steps

N-Benzyl-6-{4-[3-(cyclopentylsulfonyl)phenyl]butoxy}hexan-1-amine (40 mg) was dissolved in dry THF (0.25 ml) and {5-[(2R)-2-oxiranyl]-2-[(phenylmethyl)oxy]phenyl}formamide (23 mg) (Organic Process Research & Development 1998, 2, 96-99), added. The reaction mixture was heated in a microwave oven for 3 h at 150°. The solvent was removed and the residue purified on a silica SPE bond elut cartridge, eluting with EtOAc-cyclohexane mixtures to give the title compound, (17 mg) LCMS RT=3.1 min

Provenance & Evidence