[(1R,2S,4R)-2-(hydroxymethyl)-4-(oxan-2-yloxy)cyclopentyl] benzoate | 341554-02-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [(1R,2S,4R)-2-(hydroxymethyl)-4-(oxan-2-yloxy)cyclopentyl] benzoate
• CAS: 341554-02-7
• 化学式: C₁₈H₂₄O₅
• 分子量: 320.386
• InChiKey: URIZQCWMJLNZNN-MYAYHUAGSA-N

物化性质

• 沸点：
  461.3±45.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N,N-二苯基-氨基甲酸 2-(乙酰氨基)-9H-嘌呤-6-基酯 、 [(1R,2S,4R)-2-(hydroxymethyl)-4-(oxan-2-yloxy)cyclopentyl] benzoate 以58%的产率得到
  参考文献：
  名称：

  Solid Phase Synthesis of Carbocyclic l-2‘-Deoxynucleosides

  摘要：

  [GRAPHICS]Carbocyclic L-2 ' deoxynucleosides 17 were synthesized on solid phase in four steps from the appropriately protected intermedate 11, The Mitsunobu reaction was used as a condensation method between the carbocyclic moiety and heterocyclic bases. The regioselectivity of the carbocyclic nucleosides was compared between the solid and solution phase syntheses.

  DOI：

  10.1021/ol015783n
• 作为产物：
  描述：

  (1R,2R,3S,4S)-4-(tert-butoxymethyl)-2,3-(isopropylidenedioxy)cyclopentan-1-ol 在 palladium dihydroxide 咪唑 、 二硫化碳 、 四丁基氟化铵 、 氢气 、 4-甲基苯磺酸吡啶 、 sodium hydride 、 三氟乙酸 、 碘甲烷 作用下， 以 四氢呋喃 、 吡啶 、 甲醇 、 二氯甲烷 、 水 为溶剂， 生成 [(1R,2S,4R)-2-(hydroxymethyl)-4-(oxan-2-yloxy)cyclopentyl] benzoate
  参考文献：
  名称：

  Solid Phase Synthesis of Carbocyclic l-2‘-Deoxynucleosides

  摘要：

  [GRAPHICS]Carbocyclic L-2 ' deoxynucleosides 17 were synthesized on solid phase in four steps from the appropriately protected intermedate 11, The Mitsunobu reaction was used as a condensation method between the carbocyclic moiety and heterocyclic bases. The regioselectivity of the carbocyclic nucleosides was compared between the solid and solution phase syntheses.

  DOI：

  10.1021/ol015783n

文献信息

• Solid Phase Synthesis of Carbocyclic <scp>l</scp>-2‘-Deoxynucleosides
  作者：Hyunah Choo、Youhoon Chong、Chung K. Chu

  DOI：10.1021/ol015783n

  日期：2001.5.1

  [GRAPHICS]Carbocyclic L-2 ' deoxynucleosides 17 were synthesized on solid phase in four steps from the appropriately protected intermedate 11, The Mitsunobu reaction was used as a condensation method between the carbocyclic moiety and heterocyclic bases. The regioselectivity of the carbocyclic nucleosides was compared between the solid and solution phase syntheses.