著者
Matsuda Akira Takenuki Kenji Itoh Hiroko Sasaki Takuma Ueda Tohru
出版者
公益社団法人 日本薬学会
雑誌
CHEMICAL & PHARMACEUTICAL BULLETIN (ISSN:00092363)
巻号頁・発行日
vol.35, no.9, pp.3967-3970, 1987
被引用文献数
32

We have synthesized 2'-deoxy-2' (S) -methylcytidine (7), a new antileukemic nucleoside. The carbonyl methylation of 2'-ketonucleoside (1) with MeLi, Me<SUB>3</SUB>Al and MeMgX was examined. Only in the reaction with MeMgX, did the more hindered &beta;-attack afford the 2'-methyl-t-alcohol (2b). Compound 2b was converted into the methyl oxalate (4), which was subjected to radical deoxygenation to give the 2'-deoxy-2' (S) -methyl derivative (5). The deprotection of 5 followed by substitution with NH<SUB>3</SUB> furnished 7. The structure-activity relationships of 7 and some other 2'-branched-chain sugar cytidines against L1210 cells are also described.