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Synthesis of L-Analogues of 1-(2′,3′-Dideoxy-β-D-glycero-pent-2-enofuranosyl)thymine

✍ Scribed by F. CAMARA; A. CIUREA; Z. DELBEDERI; C. FOSSEY; G. FONTAINE; D. GAVRILIU; J. JOUENNE; D. LADUREE; A. M. AUBERTIN; A. KIRN


Book ID
111770094
Publisher
Pharmaceutical Press
Year
1999
Tongue
English
Weight
107 KB
Volume
5
Category
Article
ISSN
2042-7158

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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