Synthesis of carbocyclic analogues of 4'-ethynyl- and 4'-cyano-d4T.
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 beta-keto ester 6.
Kumamoto
Hiroki
H
School of Pharmaceutical Sciences, Showa University, 1-5-8 Hatanodai, Shinagawa-ku, Tokyo 142-8555, Japan.
Kato
Keisuke
K
Haraguchi
Kazuhiro
K
Tanaka
Hiromichi
H
Nitanda
Takao
T
Baba
Masanori
M
Dutschman
Ginger E
GE
Cheng
Yung-Chi
YC
D000146:Acids, Carbocyclic / Q000737:chemistry*; D019380:Anti-HIV Agents / Q000138:chemical synthesis* / Q000737:chemistry; D018119:Stavudine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry
C521141:4'-cyano-2',3'-didehydro-2',3'-dideoxythymidine; C505960:4'-ethynylstavudine; D000146:Acids, Carbocyclic; D019380:Anti-HIV Agents; D018119:Stavudine