220948-17-4

Upstream product

• 113412-15-0 (+/-)-4-(1-hydroxyethyl)benzenesulfonamide 
• 75-36-5 acetyl chloride 
• 16712-69-9 p-ethylbenzenesulfonyl chloride 
• 1565-17-9 4-acetylbenzenesulfonamide 
• 138-38-5 4-ethylbenzenesulfonamide 

Downstream Products

• 220948-18-5 (+/-)-4-(1-acetoxyethyl)-N-(cyclohexylcarbamoyl)benzenesulfonamide 
• 3168-01-2 (+/-)-4-(1-hydroxyethyl)-N-(cyclohexylcarbamoyl)benzenesulfonamide 

Relevant academic research and scientific papers

Determination of absolute configuration of a metabolite (-)- hydroxyhexamide from acetohexamide, syntheses of (-)- and (+)- hydroxyhexamides and (-)- and (+)-acetoxyhexamides

Enantioselective acetylation of (±)-4-(1- hydroxyethyl)benzenesulfonamide 6 with 'Acylase I' (No. A 2156) from Aspergillus melleus in the presence of vinyl acetate gave (R)-4-(1- acetoxyethyl)benzenesulfonamide 7 (98% ee) and (S)-6 (98% ee). Both (S)-6 and (R)-7 were individually converted to the (S)-hydroxyhexamide 2 (>99% ee) and (R)-hydroxyhexamide 2 (>99% ee), respectively. The absolute configuration of a metabolite (-)-hydroxyhexamide 2 from acetohexamide 1 was found to be S based on unequivocal chemical methods including X-ray analysis.