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), 5N 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