title: Solution and solid-state structure of N-acetamido-3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranosylamine.
abstract: High resolution 1H NMR and 13C NMR spectroscopic and single crystal X-ray structural analyses of N-acetamido-3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranosylamine (1), a minor product of azidonitration reaction of 3,4,6-tri-O-acetyl galactal, are reported. The solution phase studies of 1 reflect that the compound exists in 4C1 conformation with cis-orientation of the substituents at C-1 and C-2. The solid-state structure of 1 reveals that a molecule of water is entrapped in the solid state of 1 and this water molecule serves to mediate N-H...O and C-H...O interactions.
authors.affiliation: Department of Organic Chemistry, Indian Institute of Science, Bangalore 560 012, India.
authors.forename: O
authors.initials: O
authors.lastname: Srinivas
authors.forename: B
authors.initials: B
authors.lastname: Muktha
authors.forename: S
authors.initials: S
authors.lastname: Radhika
authors.forename: T N
authors.initials: TN
authors.lastname: Guru Row
authors.forename: N
authors.initials: N
authors.lastname: Jayaraman
mesh_terms: D001386:Azides / Q000138:chemical synthesis / Q000737:chemistry*; D002236:Carbohydrate Conformation; D005688:Galactosamine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry*; D006860:Hydrogen Bonding; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D012996:Solutions / Q000737:chemistry
chemical_list: D001386:Azides; C494563:N-acetamido-3,4,6-tri-O-acetyl-2-azido-2-deoxygalactopyranosylamine; D012996:Solutions; D005688:Galactosamine