3-(2-Oxo-cyclooctyl-(1))-propionsaeure | 3203-10-9

• 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: 3-(2-Oxo-cyclooctyl-(1))-propionsaeure
• 英文别名: 3-(2-Oxocyclooctyl)propanoic acid
• CAS: 3203-10-9
• 化学式: C₁₁H₁₈O₃
• 分子量: 198.262
• InChiKey: WRKMZVAVNILZEI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(2-Oxo-cyclooctyl-(1))-propionsaeure 在 sodium hydroxide 、 溴 、 乙酸酐 、 对甲苯磺酸 作用下， 以 甲醇 、 四氯化碳 、 苯 为溶剂， 反应 7.5h， 生成 1-Oxa-spiro[4.7]dodecane-2,7-dione
  参考文献：
  名称：

  Studies toward the syntheses of functionally substituted .gamma.-butyrolactones and spiro-.gamma.-butyrolactones and their reaction with strong acids: a novel route to .alpha.-pyrones

  摘要：

  DOI：

  10.1021/jo00271a023
• 作为产物：
  描述：

  3-(2-氧代环辛基)丙酸甲酯 生成 3-(2-Oxo-cyclooctyl-(1))-propionsaeure
  参考文献：
  名称：

  Synthesis of Substituted cis-Cyclodecenes from Cyclooctanone

  摘要：

  DOI：

  10.1021/jo01020a030

文献信息

• Preparation of Cyclic .ALPHA.-Hydroxy Ketones from .DELTA.- and .EPSILON.-Keto Acids Induced by the Generation of a Novel Acyl Anion Equivalent from the Carboxyl Group.
  作者：Hatsuo MAEDA、Haruka ASHIE、Toshihide MAKI、Hidenobu OHMORI

  DOI：10.1248/cpb.45.1729

  日期：——

  An improved method for the transformation of keto acids into cyclic α-hydroxy ketones, induced by the electrochemical generation of a novel acyl anion equivalent from the carboxy group, has been developed. Both five- and six-membered rings were constructed by constant-current electrolysis of δ- and ε-keto acids in the presence of Bu3P using an undivided cell equipped with a graphite anode and a Pt cathode. Attempts to prepare four- and seven-membered ring carbocycles were unsuccessful. The electrochemical reaction was found to be highly stereoselective when cyclization took place onto cyclopentanone and substituted cyclohexanone rings. Stereochemical aspects of the formation of bicyclic products, especially those having a bicyclo[4.3.0]skeleton, are discussed.

  开发了一种改进的方法，通过电化学生成从羧基衍生出的新型酰基阴离子等价物，诱导将酮酸转化为环状α-羟基酮。通过在配有石墨阳极和铂阴极的无隔膜电池中，在Bu3P存在下对δ-和ε-酮酸进行恒流电解，构建了五元和六元环。尝试制备四元和七元环碳环未能成功。当环化反应发生在环戊酮和取代环己酮环上时，发现该电化学反应具有高度立体选择性。讨论了双环产物形成的立体化学方面，特别是具有双环[4.3.0]骨架的产物。
• MANDAL, A. K.;JAWALKAR, D. G., J. ORG. CHEM., 54,(1989) N0, C. 2364-2369
  作者：MANDAL, A. K.、JAWALKAR, D. G.

  DOI：——

  日期：——