Synthesis of the carbocyclic analogue of the antiviral nucleoside (E)-5-(2-bromovinyl)-2′-deoxyuridine
- 1 January 1986
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 3,p. 399-404
- https://doi.org/10.1039/p19860000399
Abstract
The cyclopentanecarboxylic acid (1) was converted via the isocyanate (2) and the urea (5) into carbocyclic uridine (12). Similarly, the α- and β-epimers of carbocyclic 2′-deoxyuridine, (19a) and (19b), were synthesized from the acids (13). Compounds (19b) and (19a) were further modified to afford carbocyclic (E)-5-(2-bromovinyl)-2′-deoxyuridine (25b) and its α-epimer (25a), respectively.This publication has 5 references indexed in Scilit:
- Carbocyclic 2′-deoxyribonucleoside analogues: assignment of epimeric configuration and conformation by1H nuclear magnetic resonance spectroscopyJournal of the Chemical Society, Perkin Transactions 1, 1986
- Synthesis of carbocyclic C-nucleoside analogues from 8,9,10-trinorborn-5-en-2-olJournal of the Chemical Society, Perkin Transactions 1, 1985
- Phosphorolysis of (E)-5-(2-bromovinyl)-2'-deoxyuridine (BVDU) and other 5-substituted-2'-deoxyuridines by purified human thymidine phosphorylase and intact blood plateletsBiochemical Pharmacology, 1983
- Carbocyclic analogs of 5-substituted uracil nucleosides. Synthesis and antiviral activityJournal of Medicinal Chemistry, 1983
- Synthesis of the carbocyclic analogs of uracil nucleosidesJournal of Heterocyclic Chemistry, 1976