{2-[1-(4-bromophenyl)-2-methylcarbamoylethyl]-cyclohexylidenemethyl}-(4-methoxyphenyl)-carbamic acid tert-butyl ester | 881424-70-0

• 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: {2-[1-(4-bromophenyl)-2-methylcarbamoylethyl]-cyclohexylidenemethyl}-(4-methoxyphenyl)-carbamic acid tert-butyl ester
• CAS: 881424-70-0
• 化学式: C₂₉H₃₇BrN₂O₄
• 分子量: 557.528
• InChiKey: DNSRLNMASMPEEQ-WCYKAMLXSA-N

物化性质

• 沸点：
  682.1±55.0 °C(Predicted)
• 密度：
  1.285±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.19
• 重原子数：
  36.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  67.87
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  {2-[1-(4-bromophenyl)-2-methylcarbamoylethyl]-cyclohexylidenemethyl}-(4-methoxyphenyl)-carbamic acid tert-butyl ester 在 盐酸 、 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 氯仿 为溶剂， 反应 8.0h， 生成 2-methyl-5-phenyl-3,4,5,5a,6,7,8,9-octahydro-2H-benzo[c]azepane
  参考文献：
  名称：

  Asymmetric Synthesis of 4,5,6- and 3,4,5,6-Substituted Azepanes by a Highly Diastereoselective and Enantioselective Lithiation−Conjugate Addition Sequence

  摘要：

  Asymmetric syntheses of 4,5,6- and 3,4,5,6-substituted azepanes have been achieved by highly diastereoselective and enantioselective (-)-sparteine-mediated asymmetric lithiation-conjugate additions of N-Boc-N-(p-methoxyphenyl)-2,3-substituted allylamines to a beta-aryl alpha,beta-unsaturated ester followed by hydrolysis, cyclization, and reduction. Access to the enantiomeric adduct is provided by an invertive lithiation-stannylation-lithiation sequence.

  DOI：

  10.1021/ja057592b
• 作为产物：
  描述：

  反式-4-溴肉桂酸乙酯 在 正丁基锂 、 三甲基铝 、 鹰爪豆碱 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 、 甲苯 为溶剂， 反应 44.25h， 生成 {2-[1-(4-bromophenyl)-2-methylcarbamoylethyl]-cyclohexylidenemethyl}-(4-methoxyphenyl)-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Asymmetric Synthesis of 4,5,6- and 3,4,5,6-Substituted Azepanes by a Highly Diastereoselective and Enantioselective Lithiation−Conjugate Addition Sequence

  摘要：

  Asymmetric syntheses of 4,5,6- and 3,4,5,6-substituted azepanes have been achieved by highly diastereoselective and enantioselective (-)-sparteine-mediated asymmetric lithiation-conjugate additions of N-Boc-N-(p-methoxyphenyl)-2,3-substituted allylamines to a beta-aryl alpha,beta-unsaturated ester followed by hydrolysis, cyclization, and reduction. Access to the enantiomeric adduct is provided by an invertive lithiation-stannylation-lithiation sequence.

  DOI：

  10.1021/ja057592b