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Molbank 2013, 2013(1), M793; doi:10.3390/M793

Benzyl 3-deoxy-3-(3,4,5-trimethoxybenzylamino)-β-L-xylopyranoside

Department of Chemistry, Pennsylvania State University-York, 1031 Edgecomb Avenue, York, PA 17403, USA
Received: 23 January 2013 / Accepted: 1 February 2013 / Published: 6 February 2013
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Abstract

Reaction of 3,4,5-trimethoxybenzylamine and benzyl 2,3-anhydro-β-L-ribopyranoside in refluxing ethanol produced benzyl 3-deoxy-3-(3,4,5-trimethoxybenzylamino)-β-L-xylopyranoside in 72.5% yield. An attempt to synthesize the title compound by reacting neat 3,4,5-trimethoxybenzylamine with benzyl 2,3-anhydro-β-L-ribopyranoside without a solvent produced a dark brown mixture with several decomposition products. The structure of benzyl 3-deoxy-3-(3,4,5-trimethoxybenzylamino)-β-L-xylopyranoside was determined using elemental analysis, 1H-NMR and 13C-NMR and its conformation is 1C4.
Keywords: epoxide ring-opening; 3,4,5-trimethoxybenzylamine; benzyl 2,3-anhydro-β-L-ribopyranoside epoxide ring-opening; 3,4,5-trimethoxybenzylamine; benzyl 2,3-anhydro-β-L-ribopyranoside
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This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Lugemwa, F.N. Benzyl 3-deoxy-3-(3,4,5-trimethoxybenzylamino)-β-L-xylopyranoside. Molbank 2013, 2013, M793.

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