1-(4-methoxyphenyl)-1-(methoxycarbonylamino)ethane

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-(4-methoxyphenyl)-1-(methoxycarbonylamino)ethane
• 英文别名: Carbamic acid, N-[1-(4-methoxyphenyl)ethyl]-, methyl ester；methyl N-[1-(4-methoxyphenyl)ethyl]carbamate
• 化学式: C₁₁H₁₅NO₃
• 分子量: 209.245
• InChiKey: HJLQECJBWYRCJE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-甲氧基苯乙烯 、 氨基甲酸甲酯 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以74%的产率得到1-(4-methoxyphenyl)-1-(methoxycarbonylamino)ethane
  参考文献：
  名称：

  NBS-Catalyzed Hydroamination and Hydroalkoxylation of Activated Styrenes

  摘要：

  N-Bromosuccinimide efficiently catalyzes the hydroamination and hydroalkoxylation of activated styrenes using tosylamides, carbamates, and alcohols as the nucleophiles to afford amino and ether derivatives, respectively. Both the processes give good to excellent yields of the products with 100% regioselectivity (Markovnikov fashion).

  DOI：

  10.1021/ol047402m

文献信息

• Biocatalytic, Intermolecular C−H Bond Functionalization for the Synthesis of Enantioenriched Amides
  作者：Soumitra V. Athavale、Shilong Gao、Zhen Liu、Sharath Chandra Mallojjala、Jennifer S. Hirschi、Frances H. Arnold

  DOI：10.1002/anie.202110873

  日期：2021.11.15

  P411 heme enzymes enables intermolecular C−H amidation with high yields and exquisite enantioselectivity. The biocatalytic process utilizes stable hydroxamate esters as nitrenoid precursors and is amenable to scaleup. Mechanistic studies reveal rate-determining nitrenoid formation followed by a stepwise, hydrogen atom transfer-mediated C−H functionalization.

  P411 血红素酶的定向进化使分子间 C-H 酰胺化具有高产率和出色的对映选择性。生物催化过程使用稳定的异羟肟酸酯作为类氮烯前体，并且可以扩大规模。机理研究揭示了决定氮烯类化合物形成的速率，然后是逐步的、氢原子转移介导的 CH 官能化。
• NBS-Catalyzed Hydroamination and Hydroalkoxylation of Activated Styrenes
  作者：Siva Kumar Talluri、Arumugam Sudalai

  DOI：10.1021/ol047402m

  日期：2005.3.1

  N-Bromosuccinimide efficiently catalyzes the hydroamination and hydroalkoxylation of activated styrenes using tosylamides, carbamates, and alcohols as the nucleophiles to afford amino and ether derivatives, respectively. Both the processes give good to excellent yields of the products with 100% regioselectivity (Markovnikov fashion).