diethyl 2-octyl-2-methylmalonate | 98061-08-6

• 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: diethyl 2-octyl-2-methylmalonate
• 英文别名: methyloctylpropanedioic acid diethyl ester；methyl-octyl-malonic acid diethyl ester；Methyl-octyl-malonsaeure-diaethylester；methyloctyl diethylmalonate；Diethyl methyl(octyl)propanedioate；diethyl 2-methyl-2-octylpropanedioate
• CAS: 98061-08-6
• 化学式: C₁₆H₃₀O₄
• 分子量: 286.412
• InChiKey: FMLAZKDTSKDZKY-UHFFFAOYSA-N

物化性质

• 沸点：
  304.5±10.0 °C(Predicted)
• 密度：
  0.955±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  20
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  diethyl 2-octyl-2-methylmalonate 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成 (R)-2-methyldecanoic acid
  参考文献：
  名称：

  2-Methylalkanoic acids resolved by esterification catalysed by lipase from Candida rugosa: Alcohol chain length and enantioselectivity

  摘要：

  Enantiomerically pure (R)-2-methyldecanoic acid and (S)-2-methyl-1-decanol were prepared in a multi gram scale by esterification reactions catalysed by lipase from Candida rugosa. The enantiomeric ratios (E-values) were determined as a function of the chain length of the alcohol used as the complementary substrate in cyclohexane. In the resolution of 2-methyldecanoic acid the highest value (E = 37 +/- 5) was obtained, when either 1-hexanol, 1-heptanol or 1-octanol were used. In contrast, when resolving 2-methyloctanoic acid, the E-values increased continually with increasing chain length of the alcohol used. 1-Hexadecanol gave the highest value: E > 100. The E-values were determined from the enantiomeric excess (ee) of the product, at, a conversion below 0.4. After two consecutive esterification reactions enantiomerically pure (R)-2-methyldecanoic acid, > 99.8% ee, and after subsequent reduction of the ester produced, (S)-2-methyl-1-decanol, 96.7% ee, were obtained.

  DOI：

  10.1016/s0957-4166(00)80427-9
• 作为产物：
  描述：

  1-溴辛烷 、 甲基丙二酸二乙酯 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 20.0h， 以53%的产率得到diethyl 2-octyl-2-methylmalonate
  参考文献：
  名称：

  Synthesis of a tetraamido macrocycle ligand from a novel diamidodiol

  摘要：

  一种新的二酰胺二醇物质及其制备方法。示例的二酰胺二醇的化学式为C15H30N2O4，通过将一定量的2-氨基-2-甲基-1-丙醇与二取代马来酰二氯化物（即二乙基马来酰二氯化物）在乙酸乙酯溶剂中反应制备而成。通过氧化二酰胺二醇形成二酸，然后使用已知的程序将二酸与芳香族二胺（例如1,2-二氨基苯）偶联，制备四酰胺大环。

  公开号：

  US06384279B1

文献信息

• Synthesis of a tetraamido macrocycle ligand from a novel diamidodiol
  申请人：The Clorox Company

  公开号：US06384279B1

  公开（公告）日：2002-05-07

  A new composition of matter for a diamidodiol and a method for preparing the diamidodiol. The exemplary diamidodiol has the formula C15H30N2O4 and is prepared by reacting a first quantity of 2-amino-2-methyl-1-propanol with a second quantity of a di-substituted malonyl dichloride (i.e., diethylmalonyl dichloride), preferably in ethyl acetate as solvent. A tetraamido macrocycle is prepared from the diamidodiol in two steps by oxidizing the diamidodiol to form a diacid followed by coupling using a known procedure of the diacid with an aryl diamine (e.g., 1,2-diaminobenzene) to yield the tetraamido macrocycle.

  一种新的二酰胺二醇物质及其制备方法。示例的二酰胺二醇的化学式为C15H30N2O4，通过将一定量的2-氨基-2-甲基-1-丙醇与二取代马来酰二氯化物（即二乙基马来酰二氯化物）在乙酸乙酯溶剂中反应制备而成。通过氧化二酰胺二醇形成二酸，然后使用已知的程序将二酸与芳香族二胺（例如1,2-二氨基苯）偶联，制备四酰胺大环。
• Dobner; Elsner; Nuhn, Pharmazie, 1989, vol. 44, # 11, p. 758 - 760
  作者：Dobner、Elsner、Nuhn

  DOI：——

  日期：——
• Total Synthesis and Biological Evaluation of Verticipyrone and Analogues
  作者：Hiroyuki Shimamura、Toshiaki Sunazuka、Takashi Izuhara、Tomoyasu Hirose、Kazuro Shiomi、Satoshi Ōmura

  DOI：10.1021/ol0626140

  日期：2007.1.1

  Total synthesis of verticipyrone, a novel NADH-fumarate reductase inhibitor, has been accomplished by a convergent approach using novel "Reverse Julia olefination" method. During total synthetic studies, we also prepared and evaluated several synthetic verticipyrone analogues, some of which exhibited more potent antiparasitic activity than the natural verticipyrone.
• Schulte et al., Hoppe-Seyler's Zeitschrift fur Physiologische Chemie, 1951, vol. 288, p. 69,71
  作者：Schulte et al.

  DOI：——

  日期：——
• BJOERKLING, F.;BOUTELJE, J.;GATENBECK, S.;HULT, K.;NORIN, T.;SZMULI, P., TETRAHEDRON, 1985, 41, N 7, 1347-1352
  作者：BJOERKLING, F.、BOUTELJE, J.、GATENBECK, S.、HULT, K.、NORIN, T.、SZMULI, P.

  DOI：——

  日期：——