N,N,4,4-tetramethyl-3-oxopentanamide | 87898-91-7

• 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: N,N,4,4-tetramethyl-3-oxopentanamide
• CAS: 87898-91-7
• 化学式: C₉H₁₇NO₂
• 分子量: 171.239
• InChiKey: UFQWWWYACRBQHC-UHFFFAOYSA-N

物化性质

• 沸点：
  126-130 °C(Press: 14 Torr)
• 密度：
  0.958±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N,N,4,4-tetramethyl-3-oxopentanamide 在 chromium(III) oxide 作用下， 以 水 、 溶剂黄146 为溶剂， 反应 1.0h， 以9%的产率得到N,N,4,4-Tetramethyl-2,3-dioxopentanamid
  参考文献：
  名称：

  Malmberg, Wolf-Dieter; Voss, Juergen; Weinschneider, Sabine, Liebigs Annalen der Chemie, 1983, # 10, p. 1694 - 1711

  摘要：

  DOI：
• 作为产物：
  描述：

  N,N-二甲基乙酰胺 、 三甲基乙酸酐 在 正丁基锂 、 二异丙胺 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以85%的产率得到N,N,4,4-tetramethyl-3-oxopentanamide
  参考文献：
  名称：

  Creation through Immobilization: A New Family of High Performance Heterogeneous Bifunctional Iminophosphorane (BIMP) Superbase Organocatalysts

  摘要：

  An immobilized chiral bifunctional iminophosphorane superbase organocatalyst has been developed and applied in a range of challenging enantioselective reactions. A unique feature of this novel catalytic system is that the final step creation of the iminophosphorane occurs at the point of immobilization. The utility of the immobilized catalyst system was demonstrated in the nitro-Mannich reaction of ketimines as well as the conjugate addition of high pK(a) 1,3-dicarbonyl pro-nucleophiles to nitrostyrene. Catalyst recycling was also demonstrated.

  DOI：

  10.1021/ol5029942

文献信息

• Asymmetric Hydrogenation of<i>tert</i>-Alkyl Ketones: DMSO Effect in Unification of Stereoisomeric Ruthenium Complexes
  作者：Tomoya Yamamura、Hiroshi Nakatsuka、Shinji Tanaka、Masato Kitamura

  DOI：10.1002/anie.201304408

  日期：2013.8.26

  Face off: The ruthenium complexes of a new axially chiral PNN ligand (L) are highly efficient in the presence of dimethylsulfoxide (DMSO) for hydrogenation of both functionalized and unfunctionalized tert‐alkyl ketones. DMSO is thought to narrow down the many possible complex stereoisomers into a single facial L/Ru complex, thus enhancing the reactivity, selectivity, and productivity.

  面临的挑战：新型的轴向手性PNN配体（L）的钌络合物在二甲基亚砜（DMSO）的存在下对官能化和未官能化叔烷基酮的加氢都非常有效。DMSO被认为可以将许多可能的复杂立体异构体缩小为单个面部L / Ru复杂物，从而提高了反应性，选择性和生产率。
• Direct synthesis of polysubstituted 2-aminothiophenes by Cu(<scp>ii</scp>)-catalyzed addition/oxidative cyclization of alkynoates with thioamides
  作者：Li-Shi Ge、Zheng-Lin Wang、Xing-Lan An、Xiaoyan Luo、Wei-Ping Deng

  DOI：10.1039/c4ob01534g

  日期：——

  A facile and direct synthetic method was developed for the construction of structurally important 2-aminothiophenes in moderate to excellent yields (up to 91%), via Cu(II)-catalyzed addition/oxidative cyclization of readily available thioamides with alkynoates under an air atmosphere.

  开发了一种简便直接的合成方法，通过在空气氛围下铜(II)催化的硫脲与炔酸酯的加成/氧化环化反应，以中等至优异的产率（高达91%）构建结构重要的2-氨基噻吩。
• Formation of β-Substituted γ-Keto Esters via Zinc Carbenoid Mediated Chain Extension
  作者：Charles Zercher、Weimin Lin、Robert McGinness、Emerald Wilson

  DOI：10.1055/s-2007-965886

  日期：2007.7

  The conversion of β-keto esters into β-methylated γ-keto esters can be achieved through treatment with zinc carbenoids derived- from 1,1-diiodoethane. The incorporation of a β-phenyl substituent is also possible through treatment with diiodotoluene.

  β-酮酯转化为 β-甲基化 γ-酮酯可以通过用衍生自 1,1-二碘乙烷的锌类碳烯处理来实现。通过用二碘甲苯处理也可以引入β-苯基取代基。
• Chelation-controlled cyclization of β-ketoester-substituted and β-ketoamide-substituted allylsilanes.
  作者：Gary A Molander、Steven W Andrews

  DOI：10.1016/s0040-4039(00)84729-2

  日期：——
• MALMBERG, W. -D.;VOSS, J.;WEINSCHNEIDER, S., LIEBIGS ANN. CHEM., 1983, N 10, 1694-1711
  作者：MALMBERG, W. -D.、VOSS, J.、WEINSCHNEIDER, S.

  DOI：——

  日期：——