Sodium borohydride → HCID 86742153, compound

Participants

Reaction Steps

Analogously to Example 18, 1.08 g of (S)-1,4-dihydro-5-[(isopropylsulfamoyl)acetyl]-2,6-dimethyl-4-(3-nitrophenyl)nicotinic acid (R)-1-phenylethyl ester were treated with 0.08 g of sodium borohydride in a mixture of 10 ml of isopropanol and 2 ml of dimethylformamide. The product was chromatographed with methylene chloride/ethyl acetate (4:1) as the elution agent and then recrystallized from ethanol. There was obtained 0.82 g of (S)-1,4-dihydro-5-[(E)-2-(isopropylsulfamoyl)vinyl]-2,6-dimethyl-4-(3-nitrophenyl)nicotinic acid (R)-1-phenylethyl ester in the form of yellow crystals, m.p. 198°-201°, specific rotation: [α]54620 =-290° (c=1.0% w/v, chloroform).

Provenance & Evidence