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A novel synthesis of antineoplastic 4'-thionucleosides using D-glucose as a chiral synthon
Y Yoshimura1, H Satoh, M Watanabe
1Research and Development Division, Yamasa Corporation, Chiba, Japan.
Nucleic Acids Symposium Series
|January 1, 1995
Abstract:
We have synthesized 2'-deoxy-2'-methylene-4'-thiocytidine as a potential antineoplastic agent. Isopropylidene-3-O-benzylxylose, readily obtained from D-glucose in 5 steps, was converted to 1,4-anhydro-4-deoxy-4-thio-arabinitol. After manipulation at 2-position, unique Pummerer type glycosylation at the alpha-position of sulfoxides gave the target compound. Antineoplastic effect of this compound is also reported.