Diethyl-carbamic acid 2-[3-bromo-1-(3,4-dimethoxy-phenyl)-8,9-dimethoxy-5,6-dihydro-pyrrolo[2,1-a]isoquinolin-2-yl]-phenyl ester | 519753-11-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: Diethyl-carbamic acid 2-[3-bromo-1-(3,4-dimethoxy-phenyl)-8,9-dimethoxy-5,6-dihydro-pyrrolo[2,1-a]isoquinolin-2-yl]-phenyl ester
• CAS: 519753-11-8
• 化学式: C₃₃H₃₅BrN₂O₆
• 分子量: 635.555
• InChiKey: QRQVIAGABVGDHK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.68
• 重原子数：
  42.0
• 可旋转键数：
  9.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  71.39
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  Diethyl-carbamic acid 2-[3-bromo-1-(3,4-dimethoxy-phenyl)-8,9-dimethoxy-5,6-dihydro-pyrrolo[2,1-a]isoquinolin-2-yl]-phenyl ester 在 叔丁基锂 作用下， 以 四氢呋喃 为溶剂， 以99%的产率得到1-(3,4-Dimethoxy-phenyl)-2-(2-hydroxy-phenyl)-8,9-dimethoxy-5,6-dihydro-pyrrolo[2,1-a]isoquinoline-3-carboxylic acid diethylamide
  参考文献：
  名称：

  Further developments in the synthesis of lamellarin alkaloids via direct metal–halogen exchange

  摘要：

  Direct metal-halogen exchange of 2-bromopyrrole carbonate derivatives with tert-butyllithium followed by the intramolecular lactonization of the resulting 2-pyrrole anion onto the carbonate provided the corresponding lamellarins in moderate to good yield. The lamellarin framework could be obtained from the direct metal-halogen exchange strategy in a 26-33% overall yield over 5-6 steps. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02887-3
• 作为产物：
  描述：

  Diethyl-carbamic acid 2-(2-bromo-acetyl)-phenyl ester 在 N-溴代丁二酰亚胺(NBS) 、 碳酸氢钠 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 生成 Diethyl-carbamic acid 2-[3-bromo-1-(3,4-dimethoxy-phenyl)-8,9-dimethoxy-5,6-dihydro-pyrrolo[2,1-a]isoquinolin-2-yl]-phenyl ester
  参考文献：
  名称：

  Further developments in the synthesis of lamellarin alkaloids via direct metal–halogen exchange

  摘要：

  Direct metal-halogen exchange of 2-bromopyrrole carbonate derivatives with tert-butyllithium followed by the intramolecular lactonization of the resulting 2-pyrrole anion onto the carbonate provided the corresponding lamellarins in moderate to good yield. The lamellarin framework could be obtained from the direct metal-halogen exchange strategy in a 26-33% overall yield over 5-6 steps. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02887-3