Minamoto K, Hamano Y, Matsuoka Y, Watanabe K, Eguchi S
Department of Applied Chemistry, School of Engineering, Nagoya University, Japan.
Nucleic Acids Symp Ser. 1991(25):55-6.
2,2'-Anhydro-1-(3'-deoxy-3'-iodo-5'-O-trityl-beta-D-arabinofuranosyl) thymine (2) was synthesized from 2',3'-didehydro-3'-deoxythymidine (DHT). Compound 2 was readily converted into the 2',3'-anhydrolyxofuranosyl derivatives 4-6. Treatment of 4a with some nucleophiles (N3-, OMe-, Cl-) gave the corresponding 3'-substituted arabinosyl nucleosides (7a,c,e) together with the minor xylosyl isomers (8a,c,d). 7a,c,e were deprotected to 7b,d,f, respectively.
2,2'-脱水-1-(3'-脱氧-3'-碘-5'-O-三苯甲基-β-D-阿拉伯呋喃糖基)胸腺嘧啶(2)由2',3'-二脱氢-3'-脱氧胸苷(DHT)合成。化合物2很容易转化为2',3'-脱水来苏呋喃糖基衍生物4-6。用一些亲核试剂(N3-、OMe-、Cl-)处理4a得到相应的3'-取代阿拉伯糖基核苷(7a、c、e)以及少量木糖基异构体(8a、c、d)。7a、c、e分别脱保护得到7b、d、f。
