Methyl 4-methyl-2-oxocyclohexane-1-carboxylate

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Methyl 4-methyl-2-oxocyclohexane-1-carboxylate
• 化学式: C₉H₁₄O₃
• 分子量: 170.208
• InChiKey: HJVVHNOHVUFRKU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Methyl 4-methyl-2-oxocyclohexane-1-carboxylate 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 1,1'-双(二苯基膦)二茂铁 作用下， 以 1,4-二氧六环 、 甲苯 为溶剂， 反应 123.0h， 生成 3,6-dimethyl-2-phenyl-4,5,6,7-tetrahydrobenzofuran
  参考文献：
  名称：

  钯催化脱羧[3 + 2]炔丙基β-酮酯的环化反应合成四取代呋喃

  摘要：

  描述了炔丙基β-酮酸酯与钯催化剂的脱羧[3 + 2]环化反应。具有各种取代基的四取代呋喃可以方便地高效合成（参见方案）。

  DOI：

  10.1002/chem.201103246
• 作为产物：
  描述：

  碳酸二甲酯 、 3-甲基环己酮 在 sodium hydride 作用下， 以 mineral oil 为溶剂， 生成 Methyl 4-methyl-2-oxocyclohexane-1-carboxylate
  参考文献：
  名称：

  CATALYST-CONTROLLED SITE-SELECTIVE METHYLENE C-H LACTONIZATION OF DICARBOXYLIC ACIDS

  摘要：

  Disclosed herein is the catalyst-controlled site-selective activation of β- and γ-methylene C-H bonds of free carboxylic acids which heretofore was unknown and has remained a tremendous challenge. Described herein in the enablement of such chemical reactivity with ubiquitous dicarboxylic acids which possess inert, methylene-rich backbones and dual functional groups which opened up pathways for the construction of complex molecular scaffolds for organic synthesis. Herein we show that with a pair of palladium catalysts, it is possible to perform highly site-selective monolactonization reactions with a wide range of dicarboxylic acids, generating topologically diverse and synthetically useful γ- and δ-lactones via site-selective β- or γ-methylene C-H activation. The remaining carboxyl group serves as a versatile linchpin for further synthetic applications as demonstrated by the total synthesis of two natural products, myrotheciumone A and pedi cellosine, from abundant dicarboxylic acids.

  公开号：

  WO2023220559A2

文献信息

• Compounds for Treating Disorders Mediated by Metabotropic Glutamate Receptor 5, and Methods of Use Thereof
  申请人：Hardy Larry Wendell

  公开号：US20110319380A1

  公开（公告）日：2011-12-29

  Provided herein are compounds and methods of synthesis thereof. The compounds set forth herein are useful for the treatment, prevention, and/or management of various disorders, such as neurological disorders, neurodegenerative disorders, neuropsychiatric disorders, disorders of cognition, learning or memory, gastrointestinal disorders, lower urinary tract disorder, and cancer. Compounds set forth herein modulate the activity of metabotropic glutamate receptor 5 (mGluR5) in the central nervous system or the periphery. Pharmaceutical formulations containing the compounds and their methods of use are also provided herein.

  本文提供了化合物及其合成方法。本文中提供的化合物可用于治疗、预防和/或管理各种疾病，如神经系统疾病、神经退行性疾病、神经精神疾病、认知、学习或记忆障碍、胃肠道疾病、下尿路障碍和癌症。本文提供的化合物在中枢神经系统或外周调节代谢性谷氨酸受体5(mGluR5)的活性。本文还提供了含有这些化合物的药物制剂及其使用方法。
• Benzoxazepines as Inhibitors of PI3K/mTOR and Methods of Their Use and Manufacture
  申请人：EXELIXIS, INC.

  公开号：US20140107100A1

  公开（公告）日：2014-04-17

  The invention is directed 10 Compound's of Formula I: and pharmaceutically acceptable salts or solvates thereof, as well as methods of making and using the compounds.

  本发明涉及公式I的化合物，以及其药学上可接受的盐或溶剂化物，以及制备和使用这些化合物的方法。
• COMPOUNDS FOR TREATING DISORDERS MEDIATED BY METABOTROPIC GLUTAMATE RECEPTOR 5, AND METHODS OF USE THEREOF
  申请人：Sunovion Pharmaceuticals Inc.

  公开号：US20140349992A1

  公开（公告）日：2014-11-27

  Provided herein are compounds and methods of synthesis thereof. The compounds set forth herein are useful for the treatment, prevention, and/or management of various disorders, such as neurological disorders, neurodegenerative disorders, neuropsychiatric disorders, disorders of cognition, learning or memory, gastrointestinal disorders, lower urinary tract disorder, and cancer. Compounds set forth herein modulate the activity of metabotropic glutamate receptor 5 (mGluR5) in the central nervous system or the periphery. Pharmaceutical formulations containing the compounds and their methods of use are also provided herein.

  本文提供了化合物及其合成方法。这些化合物可用于治疗、预防和/或管理各种疾病，如神经疾病、神经退行性疾病、神经精神疾病、认知、学习或记忆障碍、胃肠道疾病、下尿路障碍和癌症等。本文提供的化合物在中枢神经系统或外周调节代谢性谷氨酸受体5 (mGluR5) 的活性。本文还提供了含有这些化合物的药物制剂及其使用方法。
• NOVEL ORGANOLEPTIC COMPOUNDS
  申请人：International Flavors & Fragrances Inc.

  公开号：EP3339278A1

  公开（公告）日：2018-06-27

  The present invention relates to the novel use of a carboxylate compound as a fragrance material.

  本发明涉及一种羧酸化合物作为香料材料的新用途。
• Organoleptic compounds
  申请人：INTERNATIONAL FLAVORS & FRAGRANCES INC.

  公开号：US10435645B2

  公开（公告）日：2019-10-08

  The present invention relates to the novel use of a carboxylate compound as a fragrance material.

  本发明涉及一种羧酸化合物作为香料材料的新用途。