Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Studies of Nucleosides and Nucleotides. XLIV. Purine Cyclonucleosides. (2). Synthesis of Cyclonucleosides having 8, 3'-O- and -S-Anhydro Linkage derived from 2'-Deoxyadenosine
池原 森男金子 正勝
著者情報
ジャーナル フリー

1970 年 18 巻 12 号 p. 2441-2446

詳細
抄録
Starting from 2'-deoxyadenosine, 5'-O-trityl-3'-O-tosyl-2'-deoxy-8-bromoadenosine (IV) was synthesized. From the compound IV 8, 3'-anhydro 8-oxy-9-(2-deoxy-β-D-threo-pentofuranosyl) adenine (VII) was obtained by treatment with sodium acetate in acetic anhydride and sodium acetate in DMF, followed by the removal of the protecting group. The structure of the compound VII was confirmed by elemental analysis, ultraviolet and infrared spectra, as well as an optical rotatory dispersion measurement. 8, 3'-Anhydro-8-mercapto-9-(2-deoxy-β-D-threo-pentofuranosyl) adenine (X) was obtained by treatment of IV with thiourea. Desulfurization of X with Raney nickel gave 2', 3'-dideoxyadenosine.
著者関連情報
© The Pharmaceutical Society of Japan
前の記事 次の記事
feedback
Top