4-甲基-5-氧代己酸甲酯 | 36045-56-4

• 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-甲基-5-氧代己酸甲酯
• 英文名称: 5-Oxo-4-methyl-capronsaeure-methylester
• 英文别名: methyl 4-methyl-5-oxohexanoate
• CAS: 36045-56-4
• 化学式: C₈H₁₄O₃
• 分子量: 158.197
• InChiKey: UJMJKQQDZAISMS-UHFFFAOYSA-N

物化性质

• 沸点：
  223.28°C (rough estimate)
• 密度：
  0.9880

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 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：

  4-甲基-5-氧代己酸甲酯 在 盐酸 、 potassium tert-butylate 作用下， 以 甲醇 、 叔丁醇 为溶剂， 生成 3-methoxy-6-methyl-2-cyclohexenone
  参考文献：
  名称：

  Synthesis and Spectroscopic Characterization of [5-13C]- and [6-13C]Ubiquinone-10 for Studies of Bacterial Photosynthetic Reaction Centers

  摘要：

  This paper presents the synthesis and characterization by mass spectrometry and NMR spectroscopy of [2-C-13]- and [3-C-13]ubiquinone-0 and of [5-C-13]- and [6-C-13]ubiquinone-10. A scheme based on the synthetic approach to [5-C-13]ubiquinone-10 has been worked out for the synthesis of ubiquinones C-13-labeled at any individual position and at every combination of positions in the quinone ring. The [5-C-13]- and [6-C-13]ubiquinone-10 isotopomers were incorporated into the Q(A)-site of the photosynthetic reaction center of Rhodobacter sphaeroides R-26. Magic angle spinning NMR subsequently revealed an unperturbed 6-position, while the signal of the 5-position was absent. These results corroborate the recently reported detection of an asymmetric binding of Q(A) with a dynamic perturbation involving the 4-carbonyl functionality.

  DOI：

  10.1002/1099-0690(20021)2002:1<189::aid-ejoc189>3.0.co;2-8
• 作为产物：
  描述：

  4-乙酰基-5-羰基己酸甲酯 在 乙醇 、 sodium ethanolate 作用下， 生成 4-甲基-5-氧代己酸甲酯
  参考文献：
  名称：

  A new Synthesis of 3,4-Dimethyl-2-Cyclohexenone and 3,4-Dimethylcyclohexanone

  摘要：

  DOI：

  10.1021/jo50015a015

文献信息

• Etude des petits cycles-XLIV
  作者：A. Lechevallier、F. Huet、J.M. Conia

  DOI：10.1016/s0040-4020(01)91582-0

  日期：1983.1

  epoxidation of α-cyclopropylidene alcohols). The isomerisation, either spontaneous or through reaction with lithium halides, of oxaspiropentyl ketones and acetals, gives 2-acyl-cyclobutanones and corresponding mono-acetals. These new unstable 1,3-diones nust be stored in CCl4 solution. They are present in the dione form only. They add water and methanol, in acidic and even in neutral medium, leading to ring

  在乙烯基位置被取代的α-环亚丙基酮和缩醛的有机过酸氧化导致相应的氧杂螺戊基酮和缩醛。酯也是由Baeyer-Villiger氧化产物形成的；它们很容易从原油产品中去除。用这种方法不能得到未取代的氧杂螺戊基酮。它们是通过氧杂螺环戊醇（由α-环亚丙基醇的环氧化反应形成）获得的。氧杂螺环戊基酮和乙缩醛的自发异构化或通过与卤化锂反应，得到2-酰基-环丁酮和相应的单缩醛。这些新的不稳定的1,3-二酮必须储存在CCl 4中解决方案。它们仅以二酮形式存在。它们在酸性甚至中性介质中添加水和甲醇，从而导致开环产物。2-苄基环丁酮4g容易重新排列为3,4-二氢-6-苯基2-吡喃酮12。即使通过湿硅胶技术也无法将2-酰基-环丁酮单缩醛7B-11b缩醛化为相应的二酮。
• 2-ACYLCYCLOBUTANONES FROM α-CYCLOPROPYLlDENE KETONES
  作者：François Huet、André Lechevallier、Jean-Marie Conia

  DOI：10.1246/cl.1981.1515

  日期：1981.11.5

  Oxaspiropentyl ketones and acetals prepared from α-cyclopropylidene ketones and acetals undergo, with lithium halides, isomerisation to 2-acylcyclobutanones and monoacetals.

  由α-环丙叉酮和缩醛制备的氧化五环丙叉酮和缩醛，在卤化锂的作用下会发生异构化反应，生成2-乙酰基环丁酮和单缩醛。
• Regioselectivity of enamine reactions, preferential 2,2-disubstitution of 2-methylcyclohexanone imines
  作者：Peter W. Hickmott、Bruce Rae

  DOI：10.1016/s0040-4039(00)98841-5

  日期：1985.1

  Secondary enamines derived from imines of unsymmetrical α-substituted ketones react with electrophilic alkenes at the more substituted position to give α,α-disubstituted ketones on hydrolysis.

  衍生自不对称α-取代酮的亚胺的仲烯胺在更取代的位置与亲电子烯烃反应，在水解时产生α，α-二取代的酮。
• SITE-SPECIFIC LABELING AND TARGETED DELIVERY OF PROTEINS FOR THE TREATMENT OF CANCER
  申请人：Advanced Proteome Therapeutics Inc.

  公开号：US20150202314A1

  公开（公告）日：2015-07-23

  The present invention relates to the formation of protein conjugates from proteins chemically modified for linkage to (1) anticancer drug pharmacophores, (2) ligands to biomarkers on cancer cell surfaces, (3) and/or another protein molecule. It provides and specifies new compositions, methods and combinations for tumor, and tumor vasculature targeting and cancer treatment.

  本发明涉及从经化学修饰以便与（1）抗癌药物药效团、（2）癌细胞表面生物标志物配体、（3）和/或另一种蛋白质分子连接的蛋白质共轭物的形成。它提供并指定了针对肿瘤和肿瘤血管的新组合物、方法和组合物，用于癌症治疗。
• CATALYST-CONTROLLED ALIPHATIC C-H OXIDATIONS
  申请人：THE BOARD OF TRUSTEES OF THE UNIVERSITY OF ILLINOIS

  公开号：US20160214097A1

  公开（公告）日：2016-07-28

  The invention provides simple small molecule, non-heme iron catalyst systems with broad substrate scope that can predictably enhance or overturn a Substrate Control Catalyst Control substrate's inherent reactivity preference for sp3-hybridized C—H bond oxidation. The invention also provides methods for selective aliphatic C—H bond oxidation. Furthermore, a structure-based catalyst reactivity model is disclosed that quantitatively correlates the innate physical properties of the substrate to the site-selectivities observed as a function of the catalyst. The catalyst systems can be used in combination with oxidants such as hydrogen peroxide to effect highly selective oxidations of unactivated sp3 C—H bonds over a broad range of substrates.

  本发明提供了简单的小分子、非血红素铁催化剂系统，具有广泛的底物范围，可以可预测地增强或颠覆基质控制催化剂控制底物对sp3杂化C-H键氧化的固有反应性偏好。本发明还提供了选择性脂肪族C-H键氧化的方法。此外，还公开了一种基于结构的催化剂反应性模型，该模型定量地将底物的固有物理性质与作为催化剂函数的位点选择性相互关联。这些催化剂系统可以与过氧化氢等氧化剂结合使用，对广泛的底物进行高度选择性的未活化的sp3 C-H键氧化。

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