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A Highly Convergent Approach for the Synthesis of Disaccharide Repeating Units of Peptidoglycan.

✍ Scribed by Abhijit Roy Chowdhury; Aloysius Siriwardena; Geert-Jan Boons

Publisher
John Wiley and Sons
Year
2003
Weight
75 KB
Volume
34
Category
Article
ISSN
0931-7597

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πŸ“œ SIMILAR VOLUMES

A highly convergent approach for the syn
A highly convergent approach for the synthesis of disaccharide repeating units of peptidoglycan
✍ Abhijit Roy Chowdhury; Aloysius Siriwardena; Geert-Jan Boons πŸ“‚ Article πŸ“… 2002 πŸ› Elsevier Science 🌐 French βš– 183 KB

A highly convergent strategy has been developed for the synthesis of the two possible saccharide-repeating units of peptidoglycan using TBDMS and PMB ethers as orthogonal protecting groups and a two-directional glycosylation strategy for the efficient assembly of the spacer containing disaccharides.

A convenient synthetic route to the disa
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Glycosylation of the readily accessible benzyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-[(R)-1-(methoxycarbonyl)ethyl]-alpha- D- glucopyranoside with 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-beta-D-glucopyranosyl chloride (2), using the silver triflate method in the absence of a base, afforded 65-70% of t