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J-GLOBAL ID：200902298805390906   Reference number：08A0183107

SYNTHESIS OF 4’-THIOPURINE NUCLEOSIDES USING HYPERVALENT IODINE COMPOUNDS

超原子価よう素化合物を用いる4′-チオプリンヌクレオシドの合成

Author (5)： NISHIZONO Naozumi (Health Sci. Univ. Hokkaido, Hokkaido, JPN) ,  SOMA Kayo (Health Sci. Univ. Hokkaido, Hokkaido, JPN) ,  BABA Ryosuke (Health Sci. Univ. Hokkaido, Hokkaido, JPN) ,  MACHIDA Minoru (Health Sci. Univ. Hokkaido, Hokkaido, JPN) ,  ODA Kazuaki (Health Sci. Univ. Hokkaido, Hokkaido, JPN)
Material： Heterocycles  (International Journal for Reviews and Communications in Heterocyclic Chemistry)
Volume： 75  Issue： 3  Page： 619-634  Publication year： Mar. 01, 2008 
JST Material Number： S0966A  ISSN： 0385-5414  CODEN： HTCYAM  Document type： Article
Article type： 原著論文  Country of issue： Japan (JPN)  Language： ENGLISH (EN)

Thesaurus term： chemical synthesis ,...

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JST classification (1)： Nucleosides,nucleotides  (CF10060K)

Substance index (13)： 6-Chloro-9H-purine ,  Trimethylsilyl trifluoromethanesulfonate ,  PIFA ,  Dibenzoic acid thiolane-3α,4α-diyl ester ,  rel-Dibenzoic acid 2β^*-(6-chloro-9H-purine-9-yl)thiolane-3α^*,4α^*-diyl ester ,  2,6-Dichloro-9H-purine ,  rel-2β^*-(6-Amino-9H-purine-9-yl)thiolane-3α^*,4α^*-diol ,  rel-2β^*-(2-Chloro-6-amino-9H-purine-9-yl)thiolane-3α^*,4α^*-diol ,  Benzoic acid [(3aβ,6aβ)-tetrahydro-2,2-dimethylthieno[3,4-d]-1,3-dioxole-4β-yl]methyl ester ,  (3aβ,6aβ)-Tetrahydro-2,2-dimethyl-4β-[(tert-butyldimethylsilyloxy)methyl]thieno[3,4-d]-1,3-dioxole ,  6-Chloro-9-[(3aα,6aα)-tetrahydro-2,2-dimethyl-6α-[(tert-butyldimethylsilyloxy)methyl]thieno[3,4-d]-1,3-dioxole-4α-yl]-9H-purine ,  Benzoic acid [(3aβ,6aβ)-tetrahydro-2,2-dimethyl-4-(6-chloro-9H-purine-9-yl)thieno[3,4-d]-1,3-dioxole-4α-yl]methyl ester ,  4'-O-Thiaadenosine

Reference (6)：

• For review, see:(a) P. Gunaga, H. R. Moon, W. J. Choi, D. H. Shin, J. G. Park, and L. S. Jeong, Current Med. Chem., 2004, 11, 2585.(b) S. F. Wnuk, Tetrahedron, 1993, 49, 9877.(c) M. Yokoyama, Synthesis, 2000, 1637.
• (a) W. B. Parker, S. C. Shaddix, L. M. Rose, W. R. Waud, D. S. Shewach, K. N. Tiwari, and J. A. S. III, Biochemical Pharmacology, 2000, 60, 1925.(b) A. Verri, F. Focher, R. J. Duncombe, I. Basnak, R. T. Walker, P. L. Coe, E. DeClercq, G. Andrei, R. Snoeck, J. Balzarini, and S. Spadari, Biochem. J., 2000, 351, 319.
• N. Nishizono, R. Baba, C. Nakamura, K. Oda, and M. Machida, Org. Biomol. Chem., 2003, 1, 3692.
• (a) P. K. Chiang, Pharmacol. Ther., 1998, 77, 115.(b) S. Liu, M. S. Wolfe, and R. T. Borchardt, Antiviral Res., 1992, 19, 247.(c) Y. Kitade, H. Kojima, F. Zulfiqur, H. S. Kim, and Y. Wataya, Bioorg. Med. Chem. Lett., 2003, 13, 3963.(d) Y. Kitade, A. Kozaki, and C. Yatome, Tetrahedron Lett., 2001, 42, 433.(e) M. S. Wolfe and R. T. Borchardt, J. Med. Chem., 1991, 34, 1521. and references cited therein.
• L. S. Jeong, D. Z. Jin, H. O. Kim, D. H. Shin, H. R. Moon, P. Gunaga, M. W. Chun, Y. C. Kim, N. Melman, Z. G. Gao, and K. A. Jacobson, J. Med. Chem., 2003, 46, 3775.

Terms in the title (1)： 超原子価よう素化合物