diethyl 3-hydroxy-1-cyclopentenylphosphonate | 31675-38-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: diethyl 3-hydroxy-1-cyclopentenylphosphonate
• 英文别名: Diaethyl-3-hydroxy-1-cyclopentenylphosphonat；Phosphonic acid, (3-hydroxy-1-cyclopenten-1-yl)-, diethyl ester；3-diethoxyphosphorylcyclopent-2-en-1-ol
• CAS: 31675-38-4
• 化学式: C₉H₁₇O₄P
• 分子量: 220.205
• InChiKey: YYGVYWDCUYZSTC-UHFFFAOYSA-N

物化性质

• 沸点：
  332.4±42.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  乙酸乙烯酯 、 diethyl 3-hydroxy-1-cyclopentenylphosphonate 在 Lipase Amano PS 作用下， 反应 24.0h， 以47%的产率得到diethyl (S)-(-)-3-hydroxy-1-cyclopentenylphosphonate
  参考文献：
  名称：

  Enzymatic resolution of diethyl 3-hydroxycycloalkenyl phosphonates

  摘要：

  Enantiomerically pure cyclic (S)-diethyl 3-hydroxy-1-alkenyl phosphonates 1-3 were obtained by enzymatic resolutions. The corresponding (R)-acetates were also obtained with high enantiomeric excess, except in the case of the five-membered ring compound. The most efficient enzyme (lipase Amano AK or Amano PS) in each case depends on the structure of the substrate (five to seven-membered ring compounds). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2003.12.027

文献信息

• Enzymatic resolution of diethyl 3-hydroxycycloalkenyl phosphonates
  作者：Mireille Attolini、Gilles Iacazio、Gilbert Peiffer、Yolande Charmasson、Michel Maffei

  DOI：10.1016/j.tetasy.2003.12.027

  日期：2004.3

  Enantiomerically pure cyclic (S)-diethyl 3-hydroxy-1-alkenyl phosphonates 1-3 were obtained by enzymatic resolutions. The corresponding (R)-acetates were also obtained with high enantiomeric excess, except in the case of the five-membered ring compound. The most efficient enzyme (lipase Amano AK or Amano PS) in each case depends on the structure of the substrate (five to seven-membered ring compounds). (C) 2004 Elsevier Ltd. All rights reserved.