(2R,5R,7R,9S,10S)-7-guanin-9-yl-5-benzyloxy-2-phenylhexahydrobenzo[1.3]dioxine | 205681-14-7

• 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: (2R,5R,7R,9S,10S)-7-guanin-9-yl-5-benzyloxy-2-phenylhexahydrobenzo[1.3]dioxine
• 英文别名: 9-[(2R,4aS,5R,7R,8aS)-2-phenyl-5-phenylmethoxy-4a,5,6,7,8,8a-hexahydro-4H-benzo[d][1,3]dioxin-7-yl]-6-chloropurin-2-amine
• CAS: 205681-14-7
• 化学式: C₂₆H₂₆ClN₅O₃
• 分子量: 491.977
• InChiKey: KMXKPABBJYXTDR-IKVZYYAVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  35
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  97.3
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (2R,5R,7R,9S,10S)-7-guanin-9-yl-5-benzyloxy-2-phenylhexahydrobenzo[1.3]dioxine 在 palladium dihydroxide 三氟乙酸 、 环己烯 作用下， 以 甲醇 为溶剂， 反应 96.0h， 生成 5-guanin-9-yl-2-(hydroxymethyl)cyclohexane-1,3-diol
  参考文献：
  名称：

  Enantioselective Approach to the Synthesis of Cyclohexane Carbocyclic Nucleosides

  摘要：

  (R)-(-)-Carvone was used as starting material for the synthesis of a new series of 2-(hydroxymethyl)cyclohexane-1,3-diol nucleosides. The enantioselective precursors of the nucleoside analogues were obtained via a stereo-and regioselective hydroboration reaction. The compounds have equatorial oriented base moieties despite the presence of three other axial substituents.

  DOI：

  10.1021/jo972285c
• 作为产物：
  描述：

  (2R,5R,7R,9S,10S)-5-benzyloxy-2-phenylhexahydrobenzo[1.3]dioxin-7-ol 在 potassium carbonate 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 为溶剂， 生成 (2R,5R,7R,9S,10S)-7-guanin-9-yl-5-benzyloxy-2-phenylhexahydrobenzo[1.3]dioxine
  参考文献：
  名称：

  Enantioselective Approach to the Synthesis of Cyclohexane Carbocyclic Nucleosides

  摘要：

  (R)-(-)-Carvone was used as starting material for the synthesis of a new series of 2-(hydroxymethyl)cyclohexane-1,3-diol nucleosides. The enantioselective precursors of the nucleoside analogues were obtained via a stereo-and regioselective hydroboration reaction. The compounds have equatorial oriented base moieties despite the presence of three other axial substituents.

  DOI：

  10.1021/jo972285c

文献信息

• Enantioselective Approach to the Synthesis of Cyclohexane Carbocyclic Nucleosides
  作者：Jing Wang、Roger Busson、Norbert Blaton、Jef Rozenski、Piet Herdewijn

  DOI：10.1021/jo972285c

  日期：1998.5.1

  (R)-(-)-Carvone was used as starting material for the synthesis of a new series of 2-(hydroxymethyl)cyclohexane-1,3-diol nucleosides. The enantioselective precursors of the nucleoside analogues were obtained via a stereo-and regioselective hydroboration reaction. The compounds have equatorial oriented base moieties despite the presence of three other axial substituents.