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Authentic standards for the reductive-cleavage method. The positional isomers of partially methylated and acetylated or benzoylated 1,4-anhydro-d-xylitol

✍ Scribed by Nan Wang; Gary R. Gray

Publisher: Elsevier Science
Year: 1995
Tongue: English
Weight: 673 KB
Volume: 274
Category: Article
ISSN: 0008-6215
DOI: 10.1016/0008-6215(95)00063-y

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✦ Synopsis

Described herein is a general method for the synthesis of all positional isomers of methylated and acetylated or benzoylated 1,4-anhydro-D-xylitol. The benzoates are generated simultaneously from 1,4-anhydro-D-xylitol by sequential partial methylation and benzoylation or sequential partial benzoylation and methylation. The individual isomers are obtained in pure form by high-performance liquid chromatography. Debenzoylation and acetylation provided the corresponding acetates. The 1H NMR spectra of the benzoates and the electron ionization mass spectra of the acetates and the tri-O-methyl derivative are reported herein as are the linear temperature programmed gas-liquid chromatography retention indices of the acetates and the tri-O-methyl derivative on three different capillary columns.

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