Acetic acid (R)-2-bromo-cyclohex-2-enyl ester | 14310-04-4

• 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
• 英文名称: Acetic acid (R)-2-bromo-cyclohex-2-enyl ester
• 英文别名: acetic acid,2-bromocyclohex-2-en-1-ol
• CAS: 14310-04-4；109380-16-7；109431-79-0
• 化学式: C₈H₁₁BrO₂
• 分子量: 219.078
• InChiKey: VISGSWVWTAKJRG-QMMMGPOBSA-N

物化性质

• 沸点：
  241.4±40.0 °C(Predicted)
• 密度：
  1.43±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.38
• 重原子数：
  11.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  乙酸乙烯酯 、 2-bromocyclohex-2-en-1-ol 反应 240.0h， 生成 Acetic acid (R)-2-bromo-cyclohex-2-enyl ester 、 [(1R)-2-bromocyclohex-2-en-1-yl] acetate
  参考文献：
  名称：

  Lipase-mediated resolution of 2-cyclohexen-1-ols as chiral buildingblocks en route to eburnane alkaloids

  摘要：

  Lipase catalyzed esterification of several 2-cyclohexen-1-ols proceeds with excellent enantioselectivity leading to (S)-enantiomers as promising chiral building blocks en route to eburnane alkaloids

  DOI：

  10.1016/s0957-4166(00)80519-4

文献信息

• Chemo-enzymatic synthesis of chiral cyclic compounds: Efficient kinetic resolution of 2-bromo-2-cyclohexenol
  作者：Pedro Noheda、Germán García、M. Carmen Pozuelo、Bernardo Herradón

  DOI：10.1016/0957-4166(96)00366-7

  日期：1996.10

  The kinetic resolution of 2-bromo-2-cyclohexenol has been achieved through enzyme mediated transesterification in organic solvents, using vinyl acetate as the irreversible acylating agent. The effect of the enzyme and the solvent on the velocity and the enantioselectivity of the transformation has been studied. Also the influences of the size of the carbocyclic ring and the substituent in the 2-position have been briefly examined. Copyright (C) 1996 Elsevier Science Ltd