Sodium borohydride → HCID 131733467, compound

Participants

Reaction Steps

To a solution of N-[(1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-(5-{(Z)-[(tert-butylsulfinyl)imino]methyl}thiophen-2-yl)ethyl]-N-(2-methylpropyl)-1,3-benzothiazole-6-sulfonamide (1.78 g, 2.77 mmol) in MeOH (28 mL) at 0° C. was added NaBH4 (0.11 g, 2.77 mmol) and the reaction mixture was stirred for 4 hours before being quenched by the addition of water (50 mL). The slurry was stirred for 20 minutes, then extracted with ethyl acetate (3×100 mL). The organic layers were combined and dried over magnesium sulfate, filtered and concentrated under reduced pressure. The crude was purified on silica gel eluting with hexanes and ethyl acetate.

Provenance & Evidence