(2S)-2-(phenoxymethyl)oxirane → (2S)-3-(4-nitrophenyl)-2-[((2S)-2-hydroxy-3-phenoxypropyl)amino]-1-propanol

Participants

Reaction Steps

A mixture of (2S)-2-(phenoxymethyl)oxirane (2.30 g), (2S)-2-amino-3-(4-nitrophenyl)-1-propanol (3.0 g) and ethanol (30 ml) was heated under reflux for 18 hours. The reaction mixture was evaporated in vacuo. The residue was triturated with ethyl acetate to give (2S)-3-(4-nitrophenyl)-2-[((2S)-2-hydroxy-3-phenoxypropyl)amino]-1-propanol (3.97 g) as a pale yellow powder. This powder was used for the next step without further purification.

Provenance & Evidence