(1S,4R)-4-(hydroxymethyl)-2-cyclopentene-1-carboxylic acid | 141352-49-0

• 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: (1S,4R)-4-(hydroxymethyl)-2-cyclopentene-1-carboxylic acid
• 英文别名: (1S,4R)-4-(hydroxymethyl)cyclopent-2-ene-1-carboxylic acid
• CAS: 141352-49-0
• 化学式: C₇H₁₀O₃
• 分子量: 142.155
• InChiKey: WDCPPFVKUCWWFI-NTSWFWBYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1S,4R)-4-(hydroxymethyl)-2-cyclopentene-1-carboxylic acid 在 sodium azide 、 氯甲酸乙酯 、 三乙胺 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 3.0h， 生成 (1S,4R)-4-(hydroxymethyl)cyclopent-2-ene-1-carbonyl azide
  参考文献：
  名称：

  Enzymatic asymmetric synthesis of cis-4-cyclopentene-1,3-dimethanol monoacetate.

  摘要：

  Asymmetric synthesis of cis-4-cyclopentene-1,3-dimethanol monoacetate was performed via enzymatic hydrolysis of the diacetate or enzymatic acetylation of the diol precursor. Esterases and lipases were studied, and Candida cylindracea lipase was shown to afford the (-)-enantiomer with ee > 97%.

  DOI：

  10.1016/s0957-4166(00)80286-4
• 作为产物：
  描述：

  cis-3,5-bis(hydroxymethylene)cyclopent-4-ene 在 chromium(VI) oxide 、 sodium hydroxide 、 硫酸 作用下， 以 乙醚 、 丙酮 、 甲苯 为溶剂， 反应 28.0h， 生成 (1S,4R)-4-(hydroxymethyl)-2-cyclopentene-1-carboxylic acid
  参考文献：
  名称：

  Enzymatic asymmetric synthesis of cis-4-cyclopentene-1,3-dimethanol monoacetate.

  摘要：

  Asymmetric synthesis of cis-4-cyclopentene-1,3-dimethanol monoacetate was performed via enzymatic hydrolysis of the diacetate or enzymatic acetylation of the diol precursor. Esterases and lipases were studied, and Candida cylindracea lipase was shown to afford the (-)-enantiomer with ee > 97%.

  DOI：

  10.1016/s0957-4166(00)80286-4

文献信息

• Enzymatic asymmetric synthesis of cis-4-cyclopentene-1,3-dimethanol monoacetate.
  作者：Mounia Mekrami、Sames Sicsic

  DOI：10.1016/s0957-4166(00)80286-4

  日期：1992.1

  Asymmetric synthesis of cis-4-cyclopentene-1,3-dimethanol monoacetate was performed via enzymatic hydrolysis of the diacetate or enzymatic acetylation of the diol precursor. Esterases and lipases were studied, and Candida cylindracea lipase was shown to afford the (-)-enantiomer with ee > 97%.