253782-18-2

Upstream product

• 164472-77-9 (R)-5-bromo-1-cyanopentyl alcohol 
• 501-53-1 benzyl chloroformate 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 253782-14-8 (R)-(-)-benzyl N-(6-bromo-2-hydroxyhexyl)carbamate 

Downstream Products

• 253782-20-6 (R)-(-)-1-(benzyloxycarbonyl)-3-(tert-butyldimethylsilyloxy)azepane 

Relevant academic research and scientific papers

Chemoenzymatic synthesis of azacycloalkan-3-ols

Optically active ω-bromocyanohydrins are easily synthesized through an enantioselective (R)-oxynitrilase-catalyzed reaction from their corresponding ω-bromoaldehydes. These cyanohydrins are starting materials for the preparation of medium size nitrogen heterocycles. The reduction of (R)-(+)-5- bromo-2-hydroxypentanenitrile affords, in one-pot, piperidin-3-ol. Azepan-3- ol and azocan-3-ol are readily obtained from their corresponding cyanohydrins in high enantiomeric excesses.