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Mass spectrometric fragmentation of methyl 2-O-methyl-, 4-O-methyl-, and 2,4-di-O-methyl-α-D-glucopyranoside and its application to some synthetic problems

V. Kováčik and P. Kováč

Institute of Chemistry, SIovak Academy of Sciences, 809 33 Bratislava

 

Abstract: The relative intensities of the mass spectral peaks of the ions at m/e 74, 71, and 60 expressed in % of the total ionization % ∑45 can be used for distinguishing between the Me 2-O-methyl- and 4-O-methyl-α-D-glucopyranosides. Partial deacetylation of Me 2,4-di-O-acetyl-3-O-benzyl-6-O-triphenylmethyl-α-D-glucopyranoside gave the 4-O-monoacetate. Purdie methylation of Me 3-O-benzyl-6-O-triphenylmethyl-α-D-glucopyranoside gave the 2-O-methyl deriv.

Full paper in Portable Document Format: 275a662.pdf

 

Chemical Papers 27 (5) 662–667 (1973)

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