87190-67-8|3,4,6-Tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl 2,2,2-Trichloroacetimidate

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CAS: 87190-67-8

MF: C22H21N2O10Cl3

MW: 579.76854

Synonyms: 3,4,6-Tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl 2,2,2-Trichloroacetimidate

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Michael E. Jung

University of California

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Mild, selective deprotection of PMB ethers with triflic acid/1,3-dimethoxybenzene

Co-reporter: Michael E. Jung, Pierre Koch

pp: 6051-6054

Publication Date(Web):16 November 2011

DOI: 10.1016/j.tetlet.2011.08.102

An efficient method for the cleavage of the p-methoxybenzyl protecting group of several alcohols in the presence of 0.5 equiv of trifluoromethanesulfonic acid and 1,3-dimethoxybenzene in dichloromethane at room temperature is described.Triflic acid and 1,3-dimethoxybenzene in dichloromethane readily cleaves p-methoxybenzyl (PMB) ethers at room temperature, for example, 13 affords 14 in 98% yield. Image for unlabelled figure