反应详情

DIAD (0.37 ml, 1.86 mmol) was added to a solution of (2S,4S)-1-tert-butoxycarbonyl-4-(2-naphthyloxy)-2-pyrrolidinylmethanol (640 mg, 1.86 mmol), methyl 4-hydroxybenzoate (283 mg, 1.86 mmol) and triphenylphosphine (488 mg, 1.86 mmol) in THF (18 ml) under stirring at room temperature in a nitrogen gas stream. The reaction mixture was stirred overnight at room temperature. The residue obtained by concentrating the reaction mixture under reduced pressure was purified by chromatography on a silica gel column (silica gel: 100 g), whereby from hexane/ethyl acetate (2/1) eluate fractions, the title compound (830 mg, 93%) was obtained as a colorless oil.

1. stirringThe reaction mixture was stirred overnight at room temperature
2. customThe residue obtained
3. concentrationby concentrating the reaction mixture under reduced pressure
4. customwas purified by chromatography on a silica gel column (silica gel: 100 g), whereby from hexane/ethyl acetate (2/1) eluate fractions