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Direct synthesis of methyl phosphoramidates in carbohydrates

Organic & Biomolecular Chemistry 13(36): 9457-9461

Direct synthesis of methyl phosphoramidates in carbohydrates

A direct installation of a methyl phosphoramidate group by using methyl benzylphosphoramidochloridate into carbohydrates and amino acid is described. This one-step synthesis is efficient for both primary and secondary alcohols and exhibited excellent regioselectivity and functional group compatibility. Formation of a single diastereomer is observed in certain cases. The N-benzyl protecting group on methyl phosphoramidates is easily removed under mild conditions.

Accession: 057630950

PMID: 26247390

DOI: 10.1039/c5ob01017a

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