methyl 2-((N-2-bromobenzyl-2-(trimethylsilyl)ethan-3-ylsulfonamido)(3,5-dimethoxyphenyl)methyl)acrylate | 915777-61-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl 2-((N-2-bromobenzyl-2-(trimethylsilyl)ethan-3-ylsulfonamido)(3,5-dimethoxyphenyl)methyl)acrylate
• 英文别名: Methyl 2-[[(2-bromophenyl)methyl-(2-trimethylsilylethylsulfonyl)amino]-(3,5-dimethoxyphenyl)methyl]prop-2-enoate；methyl 2-[[(2-bromophenyl)methyl-(2-trimethylsilylethylsulfonyl)amino]-(3,5-dimethoxyphenyl)methyl]prop-2-enoate
• CAS: 915777-61-6
• 化学式: C₂₅H₃₄BrNO₆SSi
• 分子量: 584.604
• InChiKey: RYIYBUSCNCTZLK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.41
• 重原子数：
  35
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  90.5
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  methyl 2-((N-2-bromobenzyl-2-(trimethylsilyl)ethan-3-ylsulfonamido)(3,5-dimethoxyphenyl)methyl)acrylate 在 palladium diacetate poly(ethylene glycol) 3400-OH 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以81%的产率得到3-(3,5-dimethoxy-phenyl)-2-(2-(trimethylsilanyl)ethylsulfonyl)-2,3-dihydro-1H-benzo[c]azepine-4-carboxylic acid methyl ester
  参考文献：
  名称：

  Synthesis of novel poly(ethylene glycol) supported benzazepines: the crucial role of PEG on the selectivity of an intramolecular Heck reaction

  摘要：

  Poly(ethylene glycol) (PEG 3400) was used as a soluble polymeric support for the synthesis of a series of novel benzazepines. The key step for the preparation of these heterocycles was a phosphine-free palladium-catalyzed Heck reaction. Palladium nanoparticles formed during the course of the reaction were characterized. The presence of PEG 3400 influenced the outcome of the reaction in terms of selectivity. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.08.009
• 作为产物：
  描述：

  2-(三甲基硅基)乙磺酰胺 在 三乙烯二胺 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 6.0h， 生成 methyl 2-((N-2-bromobenzyl-2-(trimethylsilyl)ethan-3-ylsulfonamido)(3,5-dimethoxyphenyl)methyl)acrylate
  参考文献：
  名称：

  Synthesis of novel poly(ethylene glycol) supported benzazepines: the crucial role of PEG on the selectivity of an intramolecular Heck reaction

  摘要：

  Poly(ethylene glycol) (PEG 3400) was used as a soluble polymeric support for the synthesis of a series of novel benzazepines. The key step for the preparation of these heterocycles was a phosphine-free palladium-catalyzed Heck reaction. Palladium nanoparticles formed during the course of the reaction were characterized. The presence of PEG 3400 influenced the outcome of the reaction in terms of selectivity. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.08.009

文献信息

• Synthesis of novel poly(ethylene glycol) supported benzazepines: the crucial role of PEG on the selectivity of an intramolecular Heck reaction
  作者：Patrice Ribière、Valérie Declerck、Yannig Nédellec、Neerja Yadav-Bhatnagar、Jean Martinez、Frédéric Lamaty

  DOI：10.1016/j.tet.2006.08.009

  日期：2006.10

  Poly(ethylene glycol) (PEG 3400) was used as a soluble polymeric support for the synthesis of a series of novel benzazepines. The key step for the preparation of these heterocycles was a phosphine-free palladium-catalyzed Heck reaction. Palladium nanoparticles formed during the course of the reaction were characterized. The presence of PEG 3400 influenced the outcome of the reaction in terms of selectivity. (c) 2006 Elsevier Ltd. All rights reserved.