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  • Title: A novel synthesis of antineoplastic 4'-thionucleosides using D-glucose as a chiral synthon.
    Author: Yoshimura Y, Satoh H, Watanabe M, Sakata S, Miura S, Tanaka M, Sasaki T, Matsuda A.
    Journal: Nucleic Acids Symp Ser; 1995; (34):161-2. PubMed ID: 8841602.
    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.
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