2β,3β-dihydroxycyclopentane 1α,4α-dibenzoate | 756896-71-6

• 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: 2β,3β-dihydroxycyclopentane 1α,4α-dibenzoate
• CAS: 756896-71-6
• 化学式: C₁₉H₁₈O₆
• 分子量: 342.348
• InChiKey: GZQUJINWDXBLII-ZYGGUILKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.56
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  93.06
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2β,3β-dihydroxycyclopentane 1α,4α-dibenzoate 在 palladium on activated charcoal 四氮唑 、 sodium hydroxide 、 四丁基溴化铵 、 氢气 、 二正丁基氧化锡 、 溶剂黄146 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 、 乙腈 为溶剂， -78.0~20.0 ℃ 、506.62 kPa 条件下， 反应 61.0h， 生成 3α-hydroxycyclopentane 1β,2α,4β-tris(phosphate)
  参考文献：
  名称：

  Synthesis and binding properties of cyclopentane analogues of myo-inositol 1,4,5-tris(phosphate)

  摘要：

  Cyclopentanic analogues of myo-inositol 1,4,5-tris(phosphate) were synthesised starting from cyclopentadiene. The affinities of the trisphosphorylated derivatives for the Ins(1,4,5)P-3 receptors were equipotent to that of compound 4, showing that the relative orientation of the functional groups, particularly of the hydroxyl, is not of prime importance in this series. The P-31 NMR titration curves show that the tris(phosphate) 5 behaves as the superimposition of an independent phosphate and a vicinal bis(phosphate). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.06.005
• 作为产物：
  描述：

  环戊二烯 在 potassium permanganate 、 碘 作用下， 以 乙醚 、 水 、 丙酮 为溶剂， 生成 2β,3β-dihydroxycyclopentane 1α,4α-dibenzoate
  参考文献：
  名称：

  Synthesis and binding properties of cyclopentane analogues of myo-inositol 1,4,5-tris(phosphate)

  摘要：

  Cyclopentanic analogues of myo-inositol 1,4,5-tris(phosphate) were synthesised starting from cyclopentadiene. The affinities of the trisphosphorylated derivatives for the Ins(1,4,5)P-3 receptors were equipotent to that of compound 4, showing that the relative orientation of the functional groups, particularly of the hydroxyl, is not of prime importance in this series. The P-31 NMR titration curves show that the tris(phosphate) 5 behaves as the superimposition of an independent phosphate and a vicinal bis(phosphate). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.06.005