Water → HCID 10270089, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (4R,5R)-1-methyl-4-phenyl-5-[(5-phenyl(2-thienyl))-carbonyl]pyrrolidin-2-one (60 mg, 0.17 mmol) in THF (2 mL) was added a solution of LiBH4 (2M in THF, 0.1 mL, 0.2 mmol) and the reaction mixture was heated at 50° C. for 2 h. The resulting pale yellow suspension was treated with water and a saturated NH4Cl solution, extracted with EtOAc, dried (Na2SO4), concentrated onto silica gel and purified by flash chromatography to give (4R,5R)-5-[(1R)-hydroxy(5-phenyl(2-thienyl))methyl]-1-methyl-4-phenylpyrrolidin-2-one (43 mg, 71%) as a yellow solid: TLC (EtOAc) Rf 0.36; HPLC ES-MS m/z 364 (MH+).

Provenance & Evidence