3-[1-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]-2,5-dioxo-4-[2-oxo-2-(2-trimethylsilylethoxy)ethyl]-3H-1,4-benzodiazepin-7-yl]prop-2-ynoic acid | 1033015-80-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 3-[1-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]-2,5-dioxo-4-[2-oxo-2-(2-trimethylsilylethoxy)ethyl]-3H-1,4-benzodiazepin-7-yl]prop-2-ynoic acid
• CAS: 1033015-80-3
• 化学式: C₂₅H₃₂N₂O₈Si
• 分子量: 516.623
• InChiKey: GOQJMZCNTQNAFU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.13
• 重原子数：
  36
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  131
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  3-[1-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]-2,5-dioxo-4-[2-oxo-2-(2-trimethylsilylethoxy)ethyl]-3H-1,4-benzodiazepin-7-yl]prop-2-ynoic acid 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以97%的产率得到3-[1-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]-2,5-dioxo-4-[2-oxo-2-(2-trimethylsilylethoxy)ethyl]-3H-1,4-benzodiazepin-7-yl]propanoic acid
  参考文献：
  名称：

  A Convenient Synthesis of the Orthogonally-Protected Benzodiazepine-2,5-Dione Scaffold

  摘要：

  We have identified the benzodiazepine 2,5-dione 4 as a convenient, orthogonally-protected template, suitable for parallel solid-phase chemistry. Scaffold 4 offers superior stability, compared to other, analogous benzodiazepine-2,5-diones, such as A. We describe a gram-scale synthesis of 4 in six steps and in 25% yield.

  DOI：

  10.1080/00397910008087429
• 作为产物：
  描述：

  2-氨基-5-碘苯甲酸 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 sodium hydride 、 potassium carbonate 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 N-甲基吡咯烷酮 、 水 、 乙酸乙酯 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 12.5h， 生成 3-[1-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]-2,5-dioxo-4-[2-oxo-2-(2-trimethylsilylethoxy)ethyl]-3H-1,4-benzodiazepin-7-yl]prop-2-ynoic acid
  参考文献：
  名称：

  A Convenient Synthesis of the Orthogonally-Protected Benzodiazepine-2,5-Dione Scaffold

  摘要：

  We have identified the benzodiazepine 2,5-dione 4 as a convenient, orthogonally-protected template, suitable for parallel solid-phase chemistry. Scaffold 4 offers superior stability, compared to other, analogous benzodiazepine-2,5-diones, such as A. We describe a gram-scale synthesis of 4 in six steps and in 25% yield.

  DOI：

  10.1080/00397910008087429

文献信息

• A Convenient Synthesis of the Orthogonally-Protected Benzodiazepine-2,5-Dione Scaffold
  作者：Wieslaw M. Kazmierski、John D. Mcdermed

  DOI：10.1080/00397910008087429

  日期：2000.7

  We have identified the benzodiazepine 2,5-dione 4 as a convenient, orthogonally-protected template, suitable for parallel solid-phase chemistry. Scaffold 4 offers superior stability, compared to other, analogous benzodiazepine-2,5-diones, such as A. We describe a gram-scale synthesis of 4 in six steps and in 25% yield.