153668-12-3Relevant articles and documents
The influence of α-amido/thioamido functionality in ester reduction with sodium borohydride
Roy, Atanu,Bar, Narayan C.,Achari, Basudeb,Mandal, Sukhendu B.
, p. 644 - 650 (2007/10/03)
Sodium borohydride in methanol smoothly reduces the esters of α-amino acids having N-acyl (orthioacyl)-N-alkyl (-NRCOR′ or -NRCSR′) substituents, producing amino alcohol derivatives. Esters with α-NHCOR or-CONRR′ functionality however remain unaffected. Electron-withdrawing property of the substituent appears to play a crucial role, anion formation with -NHCOR group perhaps diminishing its effect.