|
|||||
|
|
A practical synthesis of 4′-thioribonucleosides |
|
| Authors: | Yuichi Yoshimura Tetsuya Kuze Fumiko Komiya Hiromichi Tanaka Kohei Yamada Nobuaki Kaneko |
| Institution: | a Tohoku Pharmaceutical University, 4-4-1 Komatsushima, Aoba-ku, Sendai 981-8558, Japan b School of Pharmaceutical Sciences, Showa University, 1-5-8 Hatanodai, Shinagawa-ku, Tokyo 142-8555, Japan c Biochemicals Division, Yamasa Corporation, 2-10-1 Araoicho, Choshi, Chiba 288-0056, Japan |
| Abstract: | A practical synthesis of 4′-thioribonucleosides starting from inexpensive l-arabinose is described. 1,4-Anhydro-2,3-O-isopropylidene-4-thioribitol, which was prepared by using a novel reductive ring-contraction reaction, was converted to the 5-O-silylated sulfoxides. The Pummerer-type thioglycosylation of the sulfoxides gave the 4′-thioribonucleosides stereoselectively. |
| Keywords: | |
| 本文献已被 ScienceDirect 等数据库收录！ | |