Methyl a-isomaltoside and methyl a-isomaltotrioside specifically deoxygenated at position C-3 of various glucopyranosyl units were synthesized by condensation of either 1,6-di-O-acetyl-2,4-di-O-benzyl-3-deoxy-adg-D-ribo-hexopyranose (7) or 1,6-di-O-acetyl-2,3,4-tri-O-benzyl-a,~-D-glucopyranose [medi
✦ LIBER ✦
Synthesis of methyl glycosides of some α-isomalto oligosaccharides specifically deoxygenated at position C-2
✍ Scribed by Eva Petráková; Cornelis P.J. Glaudemans
- Book ID
- 102995117
- Publisher
- Elsevier Science
- Year
- 1995
- Tongue
- English
- Weight
- 705 KB
- Volume
- 268
- Category
- Article
- ISSN
- 0008-6215
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✦ Synopsis
Methyl ot-isomaltoside and methyl a-isomaltotrioside analogues specifically deoxygenated at position C-2 of various glucopyranosyl units were synthesized by condensation of either 6-0acetyl-3-O-benzoyl-4-O-benzyl-1-O-tert-butyldimethylsilyl-2-deoxy-fl-D-arabino-hexopyranose (trimethylsilyl triflate mediated) or 6-O-acetyl-2,3,4-tri-O-benzyl-a-o-glucopyranosyl chloride (mediated by silver carbonate and silver triflate) with suitably blocked derivatives of methyl a-D-glucopyranoside, its 2-deoxy analogue, or methyl 2'-deoxy-a-isomaltoside.
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