| 123231-73-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• CAS: 123231-73-2；131320-81-5；131320-83-7；133399-12-9；133399-13-0；136459-08-0；136459-09-1；142507-55-9
• 化学式: C₁₁H₁₆O₃
• 分子量: 196.246
• InChiKey: GRQPTGXDINMECF-LNFKQOIKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.98
• 重原子数：
  14.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  生成
  参考文献：
  名称：

  Enzymatic resolution of norbor(NE)nylmethanols in organic media and an application to the synthesis of (+)- and (−)-endo-Norbornene lactone.

  摘要：

  The enzymatic resolution of some norbornene carboxylic acids, norbornenylmethanols and -methylamines was evaluated. The kinetic resolution of norbornyl- and norbornenylmethanols by Porcine Pancreatic Lipase (PPL)-catalyzed transesterification in methyl acetate as the solvent leads to corresponding acetates and remaining methanols both of high enantiomeric purity. A useful application is the synthesis of both enantiomers of endo-norbornene lactone 8n via transesterification of iodolactone 18. The influence of structural variations on the efficiency of the PPL-catalyzed resolution of lactone methanols 21, 23, 25 and 28, at the optimal reaction conditions established for iodolactone 18, was investigated.

  DOI：

  10.1016/s0040-4020(01)80984-4
• 作为产物：
  描述：

  降冰片烯-2,3-二羧酸 在 lithium aluminium tetrahydride 作用下， 反应 44.0h， 生成
  参考文献：
  名称：

  Enzymatic resolution of norbor(NE)nylmethanols in organic media and an application to the synthesis of (+)- and (−)-endo-Norbornene lactone.

  摘要：

  The enzymatic resolution of some norbornene carboxylic acids, norbornenylmethanols and -methylamines was evaluated. The kinetic resolution of norbornyl- and norbornenylmethanols by Porcine Pancreatic Lipase (PPL)-catalyzed transesterification in methyl acetate as the solvent leads to corresponding acetates and remaining methanols both of high enantiomeric purity. A useful application is the synthesis of both enantiomers of endo-norbornene lactone 8n via transesterification of iodolactone 18. The influence of structural variations on the efficiency of the PPL-catalyzed resolution of lactone methanols 21, 23, 25 and 28, at the optimal reaction conditions established for iodolactone 18, was investigated.

  DOI：

  10.1016/s0040-4020(01)80984-4

文献信息

• Enzyme mediated optical resolution of endo-norbornene lactone
  作者：A.J.M. Janssen、A.J.H. Klunder、B. Zwanenburg

  DOI：10.1016/s0040-4039(00)97284-8

  日期：1990.1

  The enzymatic resolution of some norbornene esters, -carboxylic acids and -methanols was evaluated. Good results were obtained for the Porcine Pancreatic Lipase (PPL) catalyzed transesterification of norbornene methanols 12 and 13 in methyl acetate. A formal kinetic resolution of endo-norbornene lactone 7 could be achieved through the PPL-catalyzed transesterification of iodolactone 15 in methyl acetate

  评估了一些降冰片烯酯，-羧酸和-甲醇的酶促拆分。猪胰脂肪酶（PPL）催化降冰片烯甲醇12和13在乙酸甲酯中的酯交换反应获得了良好的结果。内降冰片烯内酯7的正式动力学拆分可以通过PPL催化碘代内酯15在乙酸甲酯中的酯交换反应来实现。内酯7的两种对映异构体均以良好的总收率获得对映体纯。