4-(2-氧代环己基)丁酸 | 1838-60-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 4-(2-氧代环己基)丁酸
• 英文名称: 4-(2-oxo-cyclohexyl)-butyric acid
• 英文别名: 4-(2-Oxo-cyclohexyl)-buttersaeure；4-(2-Oxocyclohexyl)butanoic acid
• CAS: 1838-60-4
• 化学式: C₁₀H₁₆O₃
• 分子量: 184.235
• InChiKey: HFBXIQKLVPRBAO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 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：

  4-(2-氧代环己基)丁酸 在 盐酸氨基脲 、 sodium ethanolate 作用下， 以 乙醇 为溶剂， 生成 环已烷丁酸
  参考文献：
  名称：

  Eisele,W. et al., Helvetica Chimica Acta, 1968, vol. 51, p. 816 - 929

  摘要：

  DOI：
• 作为产物：
  描述：

  ethyl 1-(3-(ethoxycarbonyl)propyl)-2-oxocyclohexanecarboxylate 在 盐酸 作用下， 以 溶剂黄146 为溶剂， 生成 4-(2-氧代环己基)丁酸
  参考文献：
  名称：

  Huisgen,R.; Pawellek,D., Justus Liebigs Annalen der Chemie, 1961, vol. 641, p. 71 - 75

  摘要：

  DOI：

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。
• Generation of acyl anion equivalents by in situ cathodic reduction of acyl tributylphosphonium ions anodically generated from tributylphosphine and carboxylic acids: preparation of α-hydroxy cycloalkanones from keto acids
  作者：Hatsuo Maeda、Toshihide Maki、Haruka Ashie、Hidenobu Ohmori

  DOI：10.1039/c39950000871

  日期：——

  The preparation of α-hydroxy cycloalkanones from keto acids was effectively achieved by constant current electrolysis in the presence of Bu3P in an undivided cell under an N2 atmosphere, where the α-oxy ylides generated by the in situ cathodic reduction of acyl tributylphosphonium ions, formed anodically from tributylphosphine and carboxylic acids, seems to function as a novel acyl anion equivalent.

  通过恒电流电解法，在N2气氛下，使用Bu3P作为催化剂，在一个不分隔的电解槽中，成功实现了酮酸制备α-羟基环烷酮。在这个过程中，由酰基三苯基膦阴离子在阴极原位还原生成的α-氧叶立德，似乎扮演了一种新颖的酰基阴离子等价物的角色。这些酰基三苯基膦阴离子是由三苯基膦和羧酸在阳极形成的。
• Organic reactions with polyphosphoric acid—VIII
  作者：S.B. Kulkarni、Sukh Dev

  DOI：10.1016/0040-4020(68)88004-4

  日期：——

  Intramolecular acylation with lactones in polyphosphoric acid has been extended to γ- and δ-lactones with angular methyls. It is further shown that hydroxy acids can conveniently replace the corresponding lactones in such reactions. The reaction has also been applied to simple esters.

  多磷酸中内酯的分子内酰化作用已扩展为具有角甲基的γ-和δ-内酯。进一步表明，在这种反应中，羟基酸可以方便地代替相应的内酯。该反应也已经应用于简单的酯。
• Combination therapy comprising glucose reabsorption inhibitors and PPAR modulators
  申请人：Ortho-McNeil-Janssen Pharmaceuticals, Inc.

  公开号：EP2065044A1

  公开（公告）日：2009-06-03

  Combination therapy comprising PPAR modulators and glucose reabsorption inhibitors useful for the treatment of diabetes and Syndrome X are disclosed.

  本研究公开了由 PPAR 调节剂和葡萄糖重吸收抑制剂组成的联合疗法，可用于治疗糖尿病和 X 综合征。
• Carruthers,W.; Orridge,A., Journal of the Chemical Society. Perkin transactions I, 1977, p. 2411 - 2416
  作者：Carruthers,W.、Orridge,A.

  DOI：——

  日期：——