2-methyl-4-oxo-hex-2-enoic acid | 620962-80-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: 2-methyl-4-oxo-hex-2-enoic acid
• 英文别名: (E)-2-methyl-4-oxohex-2-enoic acid
• CAS: 620962-80-3
• 化学式: C₇H₁₀O₃
• 分子量: 142.155
• InChiKey: MDDQAVHYGMRQBB-SNAWJCMRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.43
• 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：

  2-methyl-4-oxo-hex-2-enoic acid 在 palladium on activated charcoal 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 间氯过氧苯甲酸 、 calcium carbonate 作用下， 以 甲醇 、 二氯甲烷 、 溶剂黄146 、 甲苯 为溶剂， 反应 34.0h， 生成 麦皮星酮
  参考文献：
  名称：

  Total Synthesis of Mappicine Ketone (Nothapodytine B) by Means of Sulfur-Directed 5-exo-Selective Aryl Radical Cyclization onto Enamides

  摘要：

  Enamides 5, on treatment with Bu3SnH-AIBN, underwent aryl radical cyclization in a 5-exo manner to give 1-[bis(phenylthio)methyl]dihydroisoindoles 6, which were partially desulfurized with Bu3SnH-AIBN to give 1-mono(phenylthio)methyl congeners 7. Formation of 6 from 5 may be explained by the presence of two phenylthio groups at the terminus of the N-vinylic bond of 5, since enamide Sa having no phenylthio group underwent aryl radical cyclization in a 6-endo manner. Compound 7d (R = CF3) was transformed into sulfoxide 16, which was treated with (CF3CO)(2)O and then with 10% NaOH to give a model compound 20 of mappicine ketone (MPK) (1) through aldol condensation of aldehyde 18. An attempt to synthesize MPK using this method with sulfoxide 28 prepared from 25, however, was unsuccessful, and, instead, photochemical cyclization of enamide 38 prepared from 25 furnished MPK.

  DOI：

  10.1021/jo030177m
• 作为产物：
  描述：

  (E)-Methyl 2-methyl-4-oxo-2-hexenoate 在 lithium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 2.0h， 以94%的产率得到2-methyl-4-oxo-hex-2-enoic acid
  参考文献：
  名称：

  Total Synthesis of Mappicine Ketone (Nothapodytine B) by Means of Sulfur-Directed 5-exo-Selective Aryl Radical Cyclization onto Enamides

  摘要：

  Enamides 5, on treatment with Bu3SnH-AIBN, underwent aryl radical cyclization in a 5-exo manner to give 1-[bis(phenylthio)methyl]dihydroisoindoles 6, which were partially desulfurized with Bu3SnH-AIBN to give 1-mono(phenylthio)methyl congeners 7. Formation of 6 from 5 may be explained by the presence of two phenylthio groups at the terminus of the N-vinylic bond of 5, since enamide Sa having no phenylthio group underwent aryl radical cyclization in a 6-endo manner. Compound 7d (R = CF3) was transformed into sulfoxide 16, which was treated with (CF3CO)(2)O and then with 10% NaOH to give a model compound 20 of mappicine ketone (MPK) (1) through aldol condensation of aldehyde 18. An attempt to synthesize MPK using this method with sulfoxide 28 prepared from 25, however, was unsuccessful, and, instead, photochemical cyclization of enamide 38 prepared from 25 furnished MPK.

  DOI：

  10.1021/jo030177m

文献信息

• Cosmetic compositions containing oxazoline functionalized polymers and polyamine compounds
  申请人：L'OREAL

  公开号：US11129787B2

  公开（公告）日：2021-09-28

  Disclosed are compositions, systems and methods for treating keratinous fibers such as hair. The compositions and systems comprise an oxazoline functionalized polymer and a polyamine compound. The compositions and methods are employed to improve the quality of the keratinous fibers.

  本发明公开了用于处理头发等角质纤维的组合物、系统和方法。这些组合物和系统包括噁唑啉官能化聚合物和多胺化合物。这些组合物和方法可用于改善角质纤维的质量。
• COMPOSITIONS AND METHODS FOR TREATING HAIR
  申请人：L'OREAL

  公开号：US20150004115A1

  公开（公告）日：2015-01-01

  Disclosed are hair styling compositions comprising at least two latex acrylate polymers, wherein at least one latex acrylate polymer is a film-forming polymer, and at least one component chosen from thickening agents. Methods of styling the hair are also disclosed.
• HAIR COSMETIC COMPOSITION CONTAINING LATEX POLYMERS AND A SILICONE-ORGANIC POLYMER COMPOUND
  申请人：L'OREAL

  公开号：US20160175237A1

  公开（公告）日：2016-06-23

  Disclosed are hair cosmetic compositions comprising at least two latex polymers selected from acrylate latex polymers and polyurethane latex polymers, wherein at least one latex polymer is a film-forming polymer, and at least one silicone-organic polymer compound. Methods of imparting durable styling or shaping benefits and/or frizz control to hair by applying the hair cosmetic compositions onto hair are also disclosed.
• US9795556B2
  申请人：——

  公开号：US9795556B2

  公开（公告）日：2017-10-24
• US9814668B2
  申请人：——

  公开号：US9814668B2

  公开（公告）日：2017-11-14