Affiliation:
1. Jiangxi Science and Technology Normal University
2. Jiangxi Science and Technology Normal University
Abstract
An efficient approach for the synthesis of isonucleoside of tubercidin was described. The key step in the synthesis was the direct coupling of pyrrolo [2,3-d] pyrimidine with the cyclic sulfate of 1-deoxy-D-ribose. This reaction proceeded with high regiospecificity and stereospecificity and could have broad application for the synthesis a series of isonucleoside.
Publisher
Trans Tech Publications, Ltd.
Reference6 articles.
1. V. Nair, Z. M. Nuesca, Isodideoxynucleosides: a conceptually new class of nucleoside antiviral agents, J. Am. Chem. Soc. 114 (1992) 7951–7953.
2. V. Nair, T. S. Jahnke, Antiviral activities of isometric dideoxynucleosides of D-and L-related stereochemistry, Antimicrob Agents Chemother. 39 (1995) 1017–1029.
3. M. Taktakishvili, N. Neamati, Y. Pommier, S. Pal, V. Nair, Recognition and inhibition of HIV integrase by novel dinucleotides, J. Am. Chem. Soc. 122 (2000) 5671–5677.
4. Harry F. Bisel, Fred J. Ansfield, James H. Mason, and William L. Wilson, Clinical Studies with Tubercidin Administered by Direct Intravenous Injection, Cancer Reserch. 30 (1970) 76–78.
5. J. A. Bennek, G. R. Gray, An efficient synthesis of anhyroalditols and allylic-glycosides, J. Org. Chem. 52 (1987) 892–897.