Water → HCID 70479570, compound

Participants

Reaction Steps

7-[(1-[2(S)-((1,1-Dimethylethoxy)carbonyl)amino-4-methylpentanoyl]-2,3-dihydro-1H-indol-3-yl)-methyl]quinazolino(3,2-A)-1,4-benzodiazepin-5,13-(6H,7H)-dione (250 mg, 0.40 mmole) was dissolved in 4 ml of glacial acetic acid and treated at 10° with 101 mg (1.60 mmole) of sodium cyanoborohydride. After twenty minutes, the reaction mixture was poured into 50 ml of water and then extracted with ethyl acetate (4×40 ml). The combined organic extracts were washed with saturated sodium bicarbonate solution and brine, then dried (MgSO4) and concentrated. The crude product was purified by preparative thick layer chromatography on silica gel (97:3 chloroform-methanol elution) to give the analytical sample as a mixture of diastereomers.

Provenance & Evidence