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Solution and solid-state structure of N-acetamido-3,4,6-tri-Oacetyl- 2-azido-2-deoxy-$\alpha$-D-galactopyranosylamine

Srinivas, O and Muktha, B and Radhika, S and Row, Guru TN and Jayaraman, N (2004) Solution and solid-state structure of N-acetamido-3,4,6-tri-Oacetyl- 2-azido-2-deoxy-$\alpha$-D-galactopyranosylamine. In: Carbohydrate Research, 339 (8). pp. 1447-1451.

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High resolution $^1H$ NMR and $^{13}C$ 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 $^4C_1$ 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 $N-H\cdot\cdot\cdot{O}$ and $C-H\cdot\cdot\cdot{O}$ interactions.

Item Type: Journal Article
Publication: Carbohydrate Research
Publisher: Elsevier
Additional Information: The copyright belongs to Elsevier.
Keywords: Azidonitration;Carbohydrates;Crystal structure;Hydrogen bonding;Weak interactions
Department/Centre: Division of Chemical Sciences > Solid State & Structural Chemistry Unit
Division of Chemical Sciences > Organic Chemistry
Date Deposited: 02 May 2006
Last Modified: 19 Sep 2010 04:26
URI: http://eprints.iisc.ac.in/id/eprint/6517

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