Borane;tetrahydrofuran → HCID 59550891, compound

Participants

Reaction Conditions

Reaction Steps

351 mg (1.37 mmol) (RS)—S-(4-nitrophenyl)-N-propionyl-S-methylsulfoximide (Example 9a) are dissolved in 15 ml dichloromethane and treated dropwise with borane-tetrahydrofuran complex (1.0 M solution in tetrahydrofuran, Aldrich) with ice-cooling. The mixture is stirred for 3 hours at 0° C. Next it is cautiously treated with ca. 10 ml water/methanol (1:1), stirred for 30 minutes and extracted with dichloromethane. The organic phase is dried over sodium sulphate and concentrated. After chromatographic purification (silica gel, hexane/ethyl acetate (0-50% ethyl acetate)), 146 mg (44%) of the desired product is obtained.

Provenance & Evidence