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- W2022797686 abstract "2,4-Dimethoxybenzyl (Dmob) was used as an amide protecting group for 2-acetamido glycosyl donors. The N-Dmob group was introduced by imine formation between 2,4-dimethoxybenzaldehyde and d-glucosamine, followed by per-O-acylation, reduction to form the amine, and finally N-acetylation to give 1,3,4,6-tetra-O-acetyl-2-deoxy-2-(2,4-dimethoxybenzylacetamido)-β-D-glucopyranose. Selective 1-O-deacetylation and treatment with trichloroacetonitrile gave the corresponding trichloroacetimidate glycosyl donor. Lewis acid-promoted glycosylations of the model substrate 3-nitrobenzyl alcohol gave exclusively the β-glycoside product, either with or without the Dmob protecting group remaining depending on the reagent and conditions employed. The N-Dmob protected 1-O-acetate glucosyl donor gave higher glycosylation yields than the corresponding 2-acetamido glucosyl donor without Dmob protection." @default.
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- W2022797686 date "2001-01-01" @default.
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- W2022797686 title "2,4-DIMETHOXYBENZYL: AN AMIDE PROTECTING GROUP FOR 2-ACETAMIDO GLYCOSYL DONORS1" @default.
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- W2022797686 doi "https://doi.org/10.1081/car-100108272" @default.
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