Studies on Nucleosides(Ⅵ)-Stereoselective Synthesis of Triazoline-thione Nucleosides

Chemical Research in Chinese Universities ›› 1996, Vol. 12 ›› Issue (3): 258-263.

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Studies on Nucleosides(Ⅵ)-Stereoselective Synthesis of Triazoline-thione NuCleosides

CHEN Hong-ming, ZHANG Jian, MAO Jian-min, CAI Meng-shen

Department of Organic Chemistry, School of Pharmaceutical Sciences, Beijing Medical University, Bejing, 100083

Received:1995-10-09 Online:1996-07-15 Published:2011-11-18
Supported by:
Supported by the National Natural Science Foundation of Chine.

Abstract

Abstract: A series of heterocyclic compounds of triazole thione substituted by tetrazole(I)were prepared using nicotinic acid as starting material through several steps.They reacted with 1-O-trifluoroacety1-2,3,5-O-tri-benxoyl-β-D-ribofuranose(Ⅱ) inanhydrous CH₂Cl₂ at room temperature in the presence of BF₃·Et₂O to give nine new nucleosides, named as 3-[5-(3-pyridyl)-tetrazol-2-yl-methylene]-4-aryl,2,4-triazole-5-(4H)-thione-2, 3, 5-O-tribenwyl-β-D-ribo-furanoside(Ⅲ)(Ar=C₆H₅,o-MeC₆H₄,m-MeC₆H₄,p-MeC₆H₄,o-MeC₆H₄,p-MeC₆H₄,p-EtOC₆H₃,3,4-Me₂C₆H₄,a-C₁₀H₇).The structures and compositions were characterized by means of elemental analysis and spectroscopic methods.

Key words: Nucleoside, Nicotinic acid, Heterocyclic compound

CHEN Hong-ming, ZHANG Jian, MAO Jian-min, CAI Meng-shen. Studies on Nucleosides(Ⅵ)-Stereoselective Synthesis of Triazoline-thione NuCleosides[J]. Chemical Research in Chinese Universities, 1996, 12(3): 258-263.

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Studies on Nucleosides(Ⅵ)-Stereoselective Synthesis of Triazoline-thione NuCleosides

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