(S)-methyl 2-((S)-3-(1H-indol-3-yl)-1-methoxy-1-oxopropan-2-yl)-1-hydroxy-3-oxoisoindoline-1-carboxylate | 1151508-98-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (S)-methyl 2-((S)-3-(1H-indol-3-yl)-1-methoxy-1-oxopropan-2-yl)-1-hydroxy-3-oxoisoindoline-1-carboxylate
• 英文别名: methyl (1S)-1-hydroxy-2-[(2S)-3-(1H-indol-3-yl)-1-methoxy-1-oxopropan-2-yl]-3-oxoisoindole-1-carboxylate
• CAS: 1151508-98-3
• 化学式: C₂₂H₂₀N₂O₆
• 分子量: 408.411
• InChiKey: SANPKUXSAYJTGH-AVRDEDQJSA-N

物化性质

• 熔点：
  72-74 °C
• 沸点：
  651.7±55.0 °C(predicted)
• 密度：
  1.436±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  109
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  甲醇 、 (S)-methyl 2-(1,3-dioxo-3,4-dihydroisoquinolin-2(1H)-yl)-3-(1H-indol-3-yl)propanoate 在 air 、 三乙胺 作用下， 反应 12.0h， 生成 (R)-methyl 2-((S)-3-(1H-indol-3-yl)-1-methoxy-1-oxopropan-2-yl)-1-hydroxy-3-oxoisoindoline-1-carboxylate 、 (S)-methyl 2-((S)-3-(1H-indol-3-yl)-1-methoxy-1-oxopropan-2-yl)-1-hydroxy-3-oxoisoindoline-1-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.