Preparation of activated esters of N-alkoxycarbonylamino and other acids by a modification of the mixed anhydride procedure.
Generation of a mixed anhydride using ethyl or isopropyl chloroformate and N-methylmorpholine in dichloromethane at room temperature, followed by addition of excess ring-substituted phenol or N-substituted hydroxylamine and a catalytic amount of tertiary amine, provides an efficient synthesis of activated esters.
Benoiton
N L
NL
Department of Biochemistry, University of Ottawa, Ontario, Canada.
Lee
Y C
YC
Chen
F M
FM
D000588:Amines / Q000737:chemistry; D000596:Amino Acids / Q000737:chemistry*; D000812:Anhydrides / Q000737:chemistry*; D002264:Carboxylic Acids / Q000138:chemical synthesis; D004952:Esters / Q000138:chemical synthesis*; D010455:Peptides / Q000138:chemical synthesis*
D000588:Amines; D000596:Amino Acids; D000812:Anhydrides; D002264:Carboxylic Acids; D004952:Esters; D010455:Peptides