(R)-ethyl-9-butyroxydecenoate | 134695-60-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (R)-ethyl-9-butyroxydecenoate
• 英文别名: ethyl (9R,2E)-9-butyroxydecenoate；ethyl (E,9R)-9-butanoyloxydec-2-enoate
• CAS: 134695-60-6
• 化学式: C₁₆H₂₈O₄
• 分子量: 284.396
• InChiKey: IJJNEZSMDIMDCK-JWAFFJSPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  20
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (R)-ethyl-9-butyroxydecenoate 在 氢氧化钾 作用下， 以88%的产率得到(R)-(-)-9-hydroxydecenoic acid
  参考文献：
  名称：

  Chemoenzymatic synthesis of ferrulactone II and (2E)-9-hydroxydecenoic acid

  摘要：

  A novel and divergent synthesis of the title compounds has been developed. The salient features of the synthesis were use of easily accessible starting material, regioselective organometallic reaction and enzymatic derivation of the key synthons.

  DOI：

  10.1016/0957-4166(95)00296-2
• 作为产物：
  描述：

  7-hydroxyheptanal 在 4-甲基苯磺酸吡啶 、 sodium hydride 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 二氯甲烷 、 异丙醚 为溶剂， 反应 49.0h， 生成 (R)-ethyl-9-butyroxydecenoate
  参考文献：
  名称：

  Chemoenzymatic synthesis of ferrulactone II and (2E)-9-hydroxydecenoic acid

  摘要：

  A novel and divergent synthesis of the title compounds has been developed. The salient features of the synthesis were use of easily accessible starting material, regioselective organometallic reaction and enzymatic derivation of the key synthons.

  DOI：

  10.1016/0957-4166(95)00296-2

文献信息

• Enzyme reactions in apolar solvents. The resolution of branched and unbranched 2-alkanols by porcine pancreatic lipase.
  作者：Brian Morgani、Allan C. Oehlschlager、Thomas M. Stokes

  DOI：10.1016/s0040-4020(01)96905-4

  日期：1991.1

  Straight-chain and branched 2-alkanols were subjected to enzyme catalyzed transesterification in organic solvent using porcine pancreatic lipase, high enantioselectivity being generally observed. The method was applied to the synthesis of (R)-(-)-9-hydroxy-(E)-decenoic acid, a component of the queen bee mandibular gland pheromone.
• Chemoenzymatic synthesis of ferrulactone II and (2E)-9-hydroxydecenoic acid
  作者：Archana S. Pawar、S. Sankaranarayanan、Subrata Chattopadhyay

  DOI：10.1016/0957-4166(95)00296-2

  日期：1995.9

  A novel and divergent synthesis of the title compounds has been developed. The salient features of the synthesis were use of easily accessible starting material, regioselective organometallic reaction and enzymatic derivation of the key synthons.