Sodium borohydride → HCID 178483912, compound

Participants

Reaction Steps

181 mg (4.78 mmol, 10 eq) of NaBH4 were added portionwise to a solution of 250 mg (0.48 mmol) of trans-3-[methyl-(3-{4-[methyl-(4-trifluoromethyl-benzenesulfonyl)-amino]-cyclohexyloxy}-propionyl)-amino]-propionic acid ethyl ester in 6 mL of a mixture of THF:MeOH (1:1) at 0° C. The reaction mixture was stirred at RT for 4 h. Water was added and the reaction was extracted with CH2Cl2. The combined organic phases were dried over Na2SO4, filtered and evaporated. The crude product was purified by flash chromatography with a gradient of CH2Cl2:MeOH 98:2 to 95:5 to yield 55 mg (24%) of trans-N-(3-hydroxy-propyl)-N-methyl-3-{4-[methyl-(4-trifluoromethyl-benzenesulfonyl)-amino]-cyclohexyloxy}-propionamide as colorless oil, MS: 481(MH+).

Provenance & Evidence