Journal
CARBOHYDRATE RESEARCH
Volume 340, Issue 6, Pages 1213-1217Publisher
ELSEVIER SCI LTD
DOI: 10.1016/j.carres.2005.02.013
Keywords
carbohydrate building blocks; glucose; mannose; perbenzylated glucose; selective debenzylation-acetylation
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An efficient three-step synthesis of benzyl 2,3,4-tri-O-benzyl-beta-D-glucopyranoside, a widely used building block in carbohydrate chemistry, is described. The key step is the selective debenzylation-acetylation of perbenzylated beta-glucose using ZnCl2-Ac2O-HOAc. This approach was also used to affect an efficient three-step synthesis of benzyl 2,3,4-tri-O-benzyl-beta-D-mannopyranoside. (c) 2005 Elsevier Ltd. All rights reserved.
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