Synthesis of allophanate-derived branched glycoforms from alcohols and p-nitrophenyl carbamates.
[reaction: see text] The formation of saccharide-derived carbamates and alkyl 2, 4-dialkylallophanates from alcohols and p-nitrophenyl carbamates is described. Optimization of allophanate formation has led to the synthesis of branched glycoforms with inter-saccharide allophanate linkages that are rigidified by intramolecular hydrogen bonds.
Chong
P Y
PY
Department of Chemistry, University of Illinois at Urbana-Champaign, 600 S. Mathews Avenue, Urbana, Illinois 61801, USA.
Petillo
P A
PA
D000438:Alcohols / Q000138:chemical synthesis*; D002219:Carbamates / Q000138:chemical synthesis*; D006031:Glycosylation; D017953:Isocyanates / Q000138:chemical synthesis / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D009844:Oligosaccharides / Q000138:chemical synthesis*; D014508:Urea / Q000031:analogs & derivatives* / Q000737:chemistry
D000438:Alcohols; D002219:Carbamates; D017953:Isocyanates; D009844:Oligosaccharides; C054306:allophanic acid; D014508:Urea