dimethyl 2α,3α,5β-trihydroxy-1β,4β-cyclopentanedicarboxylate | 112576-27-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羟基酸及其衍生物
• 英文名称: dimethyl 2α,3α,5β-trihydroxy-1β,4β-cyclopentanedicarboxylate
• CAS: 112576-27-9
• 化学式: C₉H₁₄O₇
• 分子量: 234.206
• InChiKey: ITKCIVOKIBILJK-SZAPDPGCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.34
• 重原子数：
  16.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  113.29
• 氢给体数：
  3.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  dimethyl 2α,3α,5β-trihydroxy-1β,4β-cyclopentanedicarboxylate 在 copper(II) sulfate 作用下， 反应 139.0h， 生成 methyl 1(S)-carboxy-2(R),3(S)-<(dimethylmethylene)dioxy>-5(R)-hydroxy-4(R)-cyclopentanecarboxylate
  参考文献：
  名称：

  Enantioselective hydrolysis of dimethyl 2.alpha.,3.alpha.-[(dimethylmethylene)dioxy]-5.beta.-hydroxy-1.beta.,4.beta.-cyclopentanedicarboxylate with pig liver esterase. Stereoselective synthesis of methyl 2(R),3(S)-[(dimethylmethylene)dioxy]-5(R)-hydroxy-1(S)-carboxy-4(R)-cyclopentanecarboxylate. A cyclopentane synthone with all ring atoms chiral

  摘要：

  DOI：

  10.1021/jo00240a002
• 作为产物：
  描述：

  dimethyl 2α,3α-<(dimethylmethylene)dioxy>-5β-tert-butoxy-1β,4β-cyclopentanedicarboxylate 在 三氟乙酸 作用下， 反应 0.92h， 以91%的产率得到dimethyl 2α,3α,5β-trihydroxy-1β,4β-cyclopentanedicarboxylate
  参考文献：
  名称：

  Enantioselective hydrolysis of dimethyl 2.alpha.,3.alpha.-[(dimethylmethylene)dioxy]-5.beta.-hydroxy-1.beta.,4.beta.-cyclopentanedicarboxylate with pig liver esterase. Stereoselective synthesis of methyl 2(R),3(S)-[(dimethylmethylene)dioxy]-5(R)-hydroxy-1(S)-carboxy-4(R)-cyclopentanecarboxylate. A cyclopentane synthone with all ring atoms chiral

  摘要：

  DOI：

  10.1021/jo00240a002

文献信息

• Enantioselective hydrolysis of dimethyl 2.alpha.,3.alpha.-[(dimethylmethylene)dioxy]-5.beta.-hydroxy-1.beta.,4.beta.-cyclopentanedicarboxylate with pig liver esterase. Stereoselective synthesis of methyl 2(R),3(S)-[(dimethylmethylene)dioxy]-5(R)-hydroxy-1(S)-carboxy-4(R)-cyclopentanecarboxylate. A cyclopentane synthone with all ring atoms chiral
  作者：Jiri Zemlicka、Leslie E. Craine、Mary Jane Heeg、John P. Oliver

  DOI：10.1021/jo00240a002

  日期：1988.3