Borane;tetrahydrofuran → tert-butyl (3R)-3-(9H-fluoren-9-ylmethoxycarbonylamino)-4-hydroxy-butanoate

Participants

Reaction Steps

(R)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-tert-butoxy-4-oxobutanoic acid (8.2 g) in tetrahydrofuran (2 mL) was treated with BH3-THF (39.9 mL) overnight. The reaction mixture was quenched with water and extracted with dichloromethane. The combined organic layer was washed with brine, dried over MgSO4, filtered and concentrated. The residue was purified by flash chromatography, eluting with 30% ethyl acetate in petroleum ether, to provide the title compound.

Provenance & Evidence