An efficient conversion of the carboxylic group of N-Fmoc alpha-amino acids/peptide acids into N-formamides employing isocyanates as key intermediates.
Reaction of 96% formic acid with isocyanates derived from N-Fmoc alpha-amino acids/peptide acids catalyzed by DMAP has yielded a new class of stable formamides as crystalline solids which have been characterized by IR, 1H NMR, 13C NMR, and mass spectroscopy. Conversion of the side chain carboxylic acid of N-Fmoc-5-oxazolidinones of Asp/Glu into the N-formyl group also has been accomplished. The reaction is simple, mild, and high yielding.
Sudarshan
N S
NS
Department of Studies in Chemistry, Central College Campus, Bangalore University, Bangalore 560001, India.
Narendra
N
N
Hemantha
H P
HP
Sureshbabu
Vommina V
VV
D000596:Amino Acids / Q000737:chemistry*; D005559:Formamides / Q000138:chemical synthesis* / Q000737:chemistry; D017953:Isocyanates / Q000737:chemistry*; D009690:Nucleic Acid Conformation; D010455:Peptides / Q000737:chemistry*; D013237:Stereoisomerism
D000596:Amino Acids; D005559:Formamides; D017953:Isocyanates; D010455:Peptides