2-bromo-N-[4-[tert-butyl(dimethyl)silyl]oxyphenyl]-5-methoxy-N-(6-methoxy-3,4-dihydronaphthalen-1-yl)benzamide | 361433-80-9

• 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-bromo-N-[4-[tert-butyl(dimethyl)silyl]oxyphenyl]-5-methoxy-N-(6-methoxy-3,4-dihydronaphthalen-1-yl)benzamide
• CAS: 361433-80-9
• 化学式: C₃₁H₃₆BrNO₄Si
• 分子量: 594.621
• InChiKey: SEFXWMZUCVVREA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.48
• 重原子数：
  38
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  48
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-bromo-N-[4-[tert-butyl(dimethyl)silyl]oxyphenyl]-5-methoxy-N-(6-methoxy-3,4-dihydronaphthalen-1-yl)benzamide 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氯化碳 为溶剂， 以88%的产率得到2-bromo-N-(2-bromo-6-methoxy-3,4-dihydronaphthalen-1-yl)-N-[4-[tert-butyl(dimethyl)silyl]oxyphenyl]-5-methoxybenzamide
  参考文献：
  名称：

  Photochemical Synthesis of N-Arylbenzophenanthridine Selective Estrogen Receptor Modulators (SERMs)

  摘要：

  Selective estrogen receptor modulators are an emerging class of pharmaceutically important molecules. Many compounds in this class contain an aminoethoxyaryl moiety attached to a polycyclic framework at an asymmetric carbon atom. To assess whether this carbon atom can be replaced by nitrogen, we have employed a Ninomiya enamide photocyclization for the rapid synthesis of a novel N-arylbenzophenanthridine framework, 4. Further elaboration of 4 into a new structural class of achiral, nonsteroidal estrogen receptor modulators is described.

  DOI：

  10.1021/jm0101601
• 作为产物：
  描述：

  6-methoxy-1-[(4-hydroxy)phenyl]imino-1,2,3,4-tetrahydronaphthalene 在 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 2-bromo-N-[4-[tert-butyl(dimethyl)silyl]oxyphenyl]-5-methoxy-N-(6-methoxy-3,4-dihydronaphthalen-1-yl)benzamide
  参考文献：
  名称：

  Photochemical Synthesis of N-Arylbenzophenanthridine Selective Estrogen Receptor Modulators (SERMs)

  摘要：

  Selective estrogen receptor modulators are an emerging class of pharmaceutically important molecules. Many compounds in this class contain an aminoethoxyaryl moiety attached to a polycyclic framework at an asymmetric carbon atom. To assess whether this carbon atom can be replaced by nitrogen, we have employed a Ninomiya enamide photocyclization for the rapid synthesis of a novel N-arylbenzophenanthridine framework, 4. Further elaboration of 4 into a new structural class of achiral, nonsteroidal estrogen receptor modulators is described.

  DOI：

  10.1021/jm0101601

文献信息

• Photochemical Synthesis of <i>N</i>-Arylbenzophenanthridine Selective Estrogen Receptor Modulators (SERMs)
  作者：Timothy A. Grese、M. Dee Adrian、D. Lynn Phillips、Pamela K. Shetler、Lorri L. Short、Andrew L. Glasebrook、Henry U. Bryant

  DOI：10.1021/jm0101601

  日期：2001.8.1

  Selective estrogen receptor modulators are an emerging class of pharmaceutically important molecules. Many compounds in this class contain an aminoethoxyaryl moiety attached to a polycyclic framework at an asymmetric carbon atom. To assess whether this carbon atom can be replaced by nitrogen, we have employed a Ninomiya enamide photocyclization for the rapid synthesis of a novel N-arylbenzophenanthridine framework, 4. Further elaboration of 4 into a new structural class of achiral, nonsteroidal estrogen receptor modulators is described.