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- W2201548304 abstract "This chapter discusses the oxidation of carbohydrates with dimethyl sulfoxide–phosphorus pentaoxide. The oxidation of isolated secondary alcoholic groups of carbohydrates is usually performed by treating one mole of the reactant with 3–4 moles of dimethyl sulfoxide (DMSO) and 1–1.5 moles of phosphorus pentaoxide in N,N-dimethylformamide (DMF) for 1.5–2.0 hours at 65°–70°. In a study described in the chapter, the protective groups and linkages commonly used in carbohydrate chemistry were investigated for stability to the oxidant. It was found that sulfonyloxy, acetoxy, benzoyloxy, isopropylidene, benzylidene, ethylidene, methoxyl, triphenylmethoxyl, nitrate and acetamido groups, and glycosidic bonds involving nucleosidic, phenolic, alkyl, and thioacetal substituents were stable toward the oxidant." @default.
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- W2201548304 date "1972-01-01" @default.
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- W2201548304 title "Oxidation of Carbohydrates with Dimethyl Sulfoxide–Phosphorus Pentaoxide" @default.
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- W2201548304 doi "https://doi.org/10.1016/b978-0-12-746206-6.50065-5" @default.
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