N-{9-[(2R,4R,5R)-4-Hydroxymethyl-5-(2-methanesulfonyl-ethyl)-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide | 134056-29-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: N-{9-[(2R,4R,5R)-4-Hydroxymethyl-5-(2-methanesulfonyl-ethyl)-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide
• CAS: 134056-29-4
• 化学式: C₂₀H₂₃N₅O₅S
• 分子量: 445.499
• InChiKey: HFRZALYVQBPCHJ-BZUAXINKSA-N

反应信息

• 作为反应物：
  描述：

  N-{9-[(2R,4R,5R)-4-Hydroxymethyl-5-(2-methanesulfonyl-ethyl)-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide 在 吡啶 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 73.0h， 生成
  参考文献：
  名称：

  Building blocks for oligonucleotide analogs with dimethylene sulfide, sulfoxide, and sulfone groups replacing phosphodiester linkages

  摘要：

  Two routes are presented for the synthesis of 3',5'-bishomodeoxyribonucleosides, building blocks needed to synthesize oligodeoxynucleotide analogues where the OPO2O groups are replaced by CH2SCH2, CH2SOCH2, and CH2SO2CH2 units. Two of these have been coupled to create an uncharged analogue of a dinucleotide. As isosteric, achiral, and nonionic analogues of natural oligonucleotides stable to both enzymatic and chemical hydrolysis, such molecules have potential application as probes in the laboratory, in studies of the role of individual genes in biological function, and as ''antisense'' oligonucleotide analogues for the treatment of diseases.

  DOI：

  10.1021/jo00012a018
• 作为产物：
  描述：

  N⁶-benzoyl-9-<(2R,4R,5R)-4-(hydroxymethyl)-5-<2-(methylthio)ethyl>tetrahydrofuran-2-yl>adenine 在 oxone 、 sodium acetate buffer 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以81%的产率得到N-{9-[(2R,4R,5R)-4-Hydroxymethyl-5-(2-methanesulfonyl-ethyl)-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide
  参考文献：
  名称：

  Building blocks for oligonucleotide analogs with dimethylene sulfide, sulfoxide, and sulfone groups replacing phosphodiester linkages

  摘要：

  Two routes are presented for the synthesis of 3',5'-bishomodeoxyribonucleosides, building blocks needed to synthesize oligodeoxynucleotide analogues where the OPO2O groups are replaced by CH2SCH2, CH2SOCH2, and CH2SO2CH2 units. Two of these have been coupled to create an uncharged analogue of a dinucleotide. As isosteric, achiral, and nonionic analogues of natural oligonucleotides stable to both enzymatic and chemical hydrolysis, such molecules have potential application as probes in the laboratory, in studies of the role of individual genes in biological function, and as ''antisense'' oligonucleotide analogues for the treatment of diseases.

  DOI：

  10.1021/jo00012a018