Total synthesis of the bacillosamine containing α-l-serine linked trisaccharide of Neisseria meningitidis.
Total synthesis of the bacillosamine containing l-serine linked O-trisaccharide of Neisseria meningitidis is described. The synthesis entails installation of two consecutive α-linkages including the coupling of bacillosamine with l-serine derivative.
Department of Chemistry, Indian Institute of Technology Bombay, Mumbai 400076, India.
Madhu
M
Emmadi
Department of Chemistry, Indian Institute of Technology Bombay, Mumbai 400076, India. Electronic address: suvarn@chem.iitb.ac.in.
Suvarn S
SS
Kulkarni
D006595:Hexosamines / Q000138:chemical synthesis* / Q000737:chemistry*; D008968:Molecular Conformation; D009345:Neisseria meningitidis / Q000737:chemistry*; D012694:Serine / Q000737:chemistry*; D014312:Trisaccharides / Q000138:chemical synthesis / Q000737:chemistry*
D006595:Hexosamines; D014312:Trisaccharides; D012694:Serine; C013920:4-deoxyneosamine C
Aminoacid coupling; Neisseria meningitides; Nucleophilic displacement of triflates; Rare sugars; Stereoselective glycosylation