4-benzyloxy-3-(N-tert-butoxycarbonyl-N-methylsulfonylamino)-1-((2S)-2,3-epoxypropoxy)benzene → HCID 178452895, compound

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Reaction Steps

A mixture of 5.52 g of trans-4-[4-(benzylamino)cyclohexyl]phenyl trifluoromethanesulfonate (13.3 mmol) and of 5 g of 4-benzyloxy-3-(N-(tert-butoxycarbonyl)-N-(methylsulfonyl)amino)-1-((2S)-2,3-epoxypropoxy)benzene (11.2 mmol) in ethanol (72 ml) is brought to reflux for 5 h. The solvent is evaporated under reduced pressure and trans-4-{4-[benzyl((2S)-3-{4-(benzyloxy)-3-[(tert-butoxycarbonyl)(methylsulfonyl)amino]phenoxy}-2-hydroxypropyl)amino]cyclohexyl}phenyl trifluoromethanesulfonate is obtained in the form of an oil (6.94 g, 72%) after purification on silica gel (eluent: dichloromethane/methanol 98/2). [M+H+]=863.4

Provenance & Evidence