3-[(methoxy)methoxy]-1-methyl-4-[2-(trimethylsilyl)ethynyl]-2-imidazolidinone | 288371-90-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 3-[(methoxy)methoxy]-1-methyl-4-[2-(trimethylsilyl)ethynyl]-2-imidazolidinone
• 英文别名: 3-(Methoxymethoxy)-1-methyl-4-(2-trimethylsilylethynyl)imidazolidin-2-one
• CAS: 288371-90-4
• 化学式: C₁₁H₂₀N₂O₃Si
• 分子量: 256.377
• InChiKey: LBHYWBFCBSKWNR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.14
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  42
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-[(methoxy)methoxy]-1-methyl-4-[2-(trimethylsilyl)ethynyl]-2-imidazolidinone 在 盐酸 、 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 7.0h， 生成 4-乙炔基-3-羟基-1-甲基-2-咪唑烷酮
  参考文献：
  名称：

  A New Route to 4-Ethynyl- N -hydroxy-2-imidazolidinones via Oxime Addition

  摘要：

  A rapid route was developed to afford ethynyl-substituted imidazole derivatives which served as key compounds for aryl-alkynyl-coupling reactions. Addition of mono-silylated acetylene to O-protected oximes was carried out in the absence of Lewis acids, directly affording the title compounds 3a-c in a one-pot reaction. Limitations and dependence of the feasibility on N-1-substituents are discussed. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00306-9
• 作为产物：
  描述：

  lithium trimethylsilylacetylenide 、 [[(methoxy)methoxyimino]ethyl]methylcarbamic acid phenyl ester 以 乙醚 为溶剂， 以49%的产率得到3-[(methoxy)methoxy]-1-methyl-4-[2-(trimethylsilyl)ethynyl]-2-imidazolidinone
  参考文献：
  名称：

  A New Route to 4-Ethynyl- N -hydroxy-2-imidazolidinones via Oxime Addition

  摘要：

  A rapid route was developed to afford ethynyl-substituted imidazole derivatives which served as key compounds for aryl-alkynyl-coupling reactions. Addition of mono-silylated acetylene to O-protected oximes was carried out in the absence of Lewis acids, directly affording the title compounds 3a-c in a one-pot reaction. Limitations and dependence of the feasibility on N-1-substituents are discussed. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00306-9

文献信息

• A New Route to 4-Ethynyl- N -hydroxy-2-imidazolidinones via Oxime Addition
  作者：Thomas Ullrich、Peter Sulek、Dieter Binder、Michael Pyerin

  DOI：10.1016/s0040-4020(00)00306-9

  日期：2000.6

  A rapid route was developed to afford ethynyl-substituted imidazole derivatives which served as key compounds for aryl-alkynyl-coupling reactions. Addition of mono-silylated acetylene to O-protected oximes was carried out in the absence of Lewis acids, directly affording the title compounds 3a-c in a one-pot reaction. Limitations and dependence of the feasibility on N-1-substituents are discussed. (C) 2000 Elsevier Science Ltd. All rights reserved.