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Synthesis of (R)-2,3-epoxypropyl(1→3)-β-d-pentaglucoside

✍ Scribed by Gang-Liang Huang; Xin-Ya Mei; Man-Xi Liu


Book ID
108080219
Publisher
Elsevier Science
Year
2005
Tongue
English
Weight
146 KB
Volume
340
Category
Article
ISSN
0008-6215

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1-(2-O-Acetyl-3,5,6-tri-O-benzoyl-beta-D-glucofuranosyl)thymine (1) was converted into the 2,2'-anhydro derivative 4 by selective deacetylation, mesylation, and treatment with 1,8-diazabicyclo[5.4.0]undec-7-ene. Cleavage of the 2,2'-anhydro ring in 4 with hydrogen bromide or hydrogen chloride led to