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Nucleic Acids Symposium Series 2004 48(1):41-42; doi:10.1093/nass/48.1.41
© 2004 by Oxford University Press
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Synthesis of carbocyclic analogues of 4'-ethynyl- and 4'-cyano-d4T

Hiroki Kumamoto1, Keisuke Kato2, Kazuhiro Haraguchi1, Hiromichi Tanaka1, Takao Nitanda3, Masanori Baba3, Ginger E. Dutschman4 and Yung-Chi Cheng4

1 School of Pharmaceutical Sciences, Showa University, 1-5-8 Hatanodai, Shinagawa-ku, Tokyo 142-8555, Japan, 2 School of Pharmaceutical Sciences, Toho University, 2-2-1 Miyama, Funabashi, Chiba 274-1850, Japan, 3 Center for Chronic Viral Diseases, Division of Human Retroviruses, Faculty of Medicine, Kagoshima University, 8-35-1 Sakuragaoka, Kagoshima 890-8520, Japan, 4 Department of Pharmacology, School of Medicine, Yale University, 333 Cedar street, New Haven, CT 06520, USA

Synthesis of carbocyclic analogues of 4'-ethynyl and cyano-d4T (4 and 5) was investigated. The ethynyl or cyano group was constructed by conversion of the ester function of key intermediate 13. The carbocyclic unit 12 was prepared from readily available ß-keto ester 6.


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