Carbohydrate research

An expedient synthesis of benzyl 2, 3, 4-tri-O-benzyl-β-D-glucopyranoside and benzyl 2, 3, 4-tri-O-benzyl-β-D-mannopyranoside

W Lu, L Navidpour, SD Taylor

文献索引：Lu, Wallach; Navidpour, Latifeh; Taylor, Scott D. Carbohydrate Research, 2005 , vol. 340, # 6 p. 1213 - 1217

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被引用次数: 32

摘要

An efficient three-step synthesis of benzyl 2, 3, 4-tri-O-benzyl-β-d-glucopyranoside, a widely used building block in carbohydrate chemistry, is described. The key step is the selective debenzylation–acetylation of perbenzylated β-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-β-d-mannopyranoside.