Sodium Hydroxide → HCID 69904401, compound

Participants

Reaction Steps

A solution of (1RS,6RS,8aSR)-1-(4-Benzyloxy-phenyl)-6-phenethyl-tetrahydro-pyrrolo [2,1-c][1,4]oxazin-4-one (0.12 g, 0.28 mmol) in THF (1 ml) was added dropwise to a 0° C. suspension of LiAlH4 (0.021 g, 0.56 mmol) in THF (1 ml). Reaction mixture was stirred at room temperature for 2 hours then cooled to 0° C. and treated successively with H2O (25 ml), 5 N NaOH (25 ml), H2O (75 ml). Reaction mixture was stirred at room temperature for 30 min. and Na2SO4 was added. After filtration, evaporation of the solvent provided (1RS,6RS,8aSR)-1-(4-benzyloxy-phenyl)-6-phenethyl-hexahydro-pyrrolo [2,1-c][1,4]oxazine (90 mg, 78%) as a colorless oil. MS: m/e=414.5 (M+H+). Following the general method of example 40 the compound of example 41 was prepared.

Provenance & Evidence