(R)-methyl 5,7,8,13b-tetrahydro-5-oxo-13H-13b-methoxycarbonyl-(S)-indolo[2,3-c]isoindolo[2,1-a]pyridine-7-carboxylate | 1151509-00-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (R)-methyl 5,7,8,13b-tetrahydro-5-oxo-13H-13b-methoxycarbonyl-(S)-indolo[2,3-c]isoindolo[2,1-a]pyridine-7-carboxylate
• 英文别名: dimethyl (2R,11S)-9-oxo-10,20-diazapentacyclo[11.7.0.02,10.03,8.014,19]icosa-1(13),3,5,7,14,16,18-heptaene-2,11-dicarboxylate
• CAS: 1151509-00-0
• 化学式: C₂₂H₁₈N₂O₅
• 分子量: 390.395
• InChiKey: PBXUNCSGUOXAEF-HTAPYJJXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  88.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  methyl 2-((S)-3-(1H-indol-3-yl)-1-methoxy-1-oxopropan-2-yl)-1-hydroxy-3-oxoisoindoline-1-carboxylate 在 硫酸 、 溶剂黄146 作用下， 以57%的产率得到(S)-methyl 5,7,8,13b-tetrahydro-5-oxo-13H-13b-methoxycarbonyl-(S)-indolo[2,3-c]isoindolo[2,1-a]pyridine-7-carboxylate
  参考文献：
  名称：

  Stereoselective synthesis of (+)-isoindolo-β-carboline

  摘要：

  Starting from homophthalic anhydride and (S)-tryptophan, the stereoselective synthesis of (+)-isoindolo-beta-carboline has been described via the corresponding homophthalimide, its chemoselective oxidative ring contraction, and the intramolecular dehydrative ring closure followed by a geometry-specific demethoxycarbonylation. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.01.001

文献信息

• Stereoselective synthesis of (+)-isoindolo-β-carboline
  作者：Prasad B. Wakchaure、Vedavati G. Puranik、Narshinha P. Argade

  DOI：10.1016/j.tetasy.2009.01.001

  日期：2009.2

  Starting from homophthalic anhydride and (S)-tryptophan, the stereoselective synthesis of (+)-isoindolo-beta-carboline has been described via the corresponding homophthalimide, its chemoselective oxidative ring contraction, and the intramolecular dehydrative ring closure followed by a geometry-specific demethoxycarbonylation. (C) 2009 Elsevier Ltd. All rights reserved.