9-<2-O-methoxycarbonyl-2-ethynyl-3,5-O-tetraisopropyldisiloxyl-1,3-diyl-β-D-arabinofuranosyl>-6-chloropurine | 156569-54-9

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: 9-<2-O-methoxycarbonyl-2-ethynyl-3,5-O-tetraisopropyldisiloxyl-1,3-diyl-β-D-arabinofuranosyl>-6-chloropurine
• CAS: 156569-54-9
• 化学式: C₂₆H₃₉ClN₄O₇Si₂
• 分子量: 611.242
• InChiKey: MXBHFQVVXHBWNN-UNMCOINBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.49
• 重原子数：
  40.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  116.05
• 氢给体数：
  0.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  9-<2-O-methoxycarbonyl-2-ethynyl-3,5-O-tetraisopropyldisiloxyl-1,3-diyl-β-D-arabinofuranosyl>-6-chloropurine 在 tris(dibenzylideneacetone)dipalladium (0) 、 三丁基膦 、 甲酸铵 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.83h， 生成 N⁶-dimethyl-2'-deoxy-2'-(ethynylidene)adenosine
  参考文献：
  名称：

  A Convenient Route to 2′-Allenyl Nucleosides

  摘要：

  The first synthesis of allenic nucleosides derived from natural ribonucleosides is reported. 2'-Deoxy-2'-(ethenylidene)cytidine (8) and 2'-deoxy-2'-(ethenylidine)adenosine (21) were prepared by a modification of the method developed by Tsuji and co-workers for the synthesis of allenes. The biological rationale for the synthesis of these compounds is discussed.

  DOI：

  10.1080/15257779408013264
• 作为产物：
  描述：

  (2R,3aR,9aR)-2-(6-Chloro-purin-9-yl)-5,5,7,7-tetraisopropyl-dihydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-one 在 potassium cyanide 、 乙基溴化镁 、 silver nitrate 作用下， 反应 2.08h， 生成 9-<2-O-methoxycarbonyl-2-ethynyl-3,5-O-tetraisopropyldisiloxyl-1,3-diyl-β-D-arabinofuranosyl>-6-chloropurine
  参考文献：
  名称：

  A Convenient Route to 2′-Allenyl Nucleosides

  摘要：

  The first synthesis of allenic nucleosides derived from natural ribonucleosides is reported. 2'-Deoxy-2'-(ethenylidene)cytidine (8) and 2'-deoxy-2'-(ethenylidine)adenosine (21) were prepared by a modification of the method developed by Tsuji and co-workers for the synthesis of allenes. The biological rationale for the synthesis of these compounds is discussed.

  DOI：

  10.1080/15257779408013264