Methyl 7-[3-formyl-1-[(2-methylpropan-2-yl)oxycarbonyl]indol-4-yl]-1-(2-phenylmethoxybenzoyl)indole-3-carboxylate | 473919-00-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: Methyl 7-[3-formyl-1-[(2-methylpropan-2-yl)oxycarbonyl]indol-4-yl]-1-(2-phenylmethoxybenzoyl)indole-3-carboxylate
• CAS: 473919-00-5
• 化学式: C₃₈H₃₂N₂O₇
• 分子量: 628.681
• InChiKey: UZPODYJNYMROHS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  47
• 可旋转键数：
  10
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  106
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Benzyl 2-tert-butoxycarbonylamino-2-(dimethoxyphosphoryl)acetate 、 Methyl 7-[3-formyl-1-[(2-methylpropan-2-yl)oxycarbonyl]indol-4-yl]-1-(2-phenylmethoxybenzoyl)indole-3-carboxylate 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以76%的产率得到methyl 7-[1-[(2-methylpropan-2-yl)oxycarbonyl]-3-[2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-oxo-3-phenylmethoxyprop-1-enyl]indol-4-yl]-1-(2-phenylmethoxybenzoyl)indole-3-carboxylate
  参考文献：
  名称：

  Diazonamide Synthesis Studies:  Use of Negishi Coupling to Fashion Diazonamide-Related Biaryls with Defined Axial Chirality

  摘要：

  [GRAPHICS]The syntheses of a bis indole and an indole salicylate with the required axial chirality for diazonamide A are reported. Atropselectivity in these biaryl systems is enforced by an sp(3) stereogenic center in a lactone tether in both cases.

  DOI：

  10.1021/ol026694t
• 作为产物：
  描述：

  methyl 7-iodoindole-3-carboxylate 在 异丙基氯化镁 、 lithium hexamethyldisilazane 作用下， 生成 Methyl 7-[3-formyl-1-[(2-methylpropan-2-yl)oxycarbonyl]indol-4-yl]-1-(2-phenylmethoxybenzoyl)indole-3-carboxylate
  参考文献：
  名称：

  Diazonamide Synthesis Studies:  Use of Negishi Coupling to Fashion Diazonamide-Related Biaryls with Defined Axial Chirality

  摘要：

  [GRAPHICS]The syntheses of a bis indole and an indole salicylate with the required axial chirality for diazonamide A are reported. Atropselectivity in these biaryl systems is enforced by an sp(3) stereogenic center in a lactone tether in both cases.

  DOI：

  10.1021/ol026694t