(S)-4-[2-(1H-Indol-3-yl)-ethyl]-6,6a-dihydro-4H-furo[3,2-b]pyrrole-2,5-dione | 193154-75-5

• 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: (S)-4-[2-(1H-Indol-3-yl)-ethyl]-6,6a-dihydro-4H-furo[3,2-b]pyrrole-2,5-dione
• 英文别名: (6aS)-4-[2-(1H-indol-3-yl)ethyl]-6,6a-dihydrofuro[3,2-b]pyrrole-2,5-dione
• CAS: 193154-75-5
• 化学式: C₁₆H₁₄N₂O₃
• 分子量: 282.299
• InChiKey: PSWVUGNXDRSCGP-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  62.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-4-[2-(1H-Indol-3-yl)-ethyl]-6,6a-dihydro-4H-furo[3,2-b]pyrrole-2,5-dione 在 对甲苯磺酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以79%的产率得到(2R,6S)-5-oxa-9,19-diazapentacyclo[10.7.0.02,6.02,9.013,18]nonadeca-1(12),13,15,17-tetraene-4,8-dione
  参考文献：
  名称：

  Asymmetric Synthesis of Furo-Pyrrolo-Isoquinoline and Furo-Indolizino-Indole Derivatives Via A Diastereoselective N-Acyliminium ion Cyclization

  摘要：

  Asymmetric synthesis of furo-pyrrolo-isoquinoline and furo-indolizino-indole derivatives via a diastereoselective N-acyliminium ion cyclization of chiral enamides is described. The requisite chiral enamides were prepared from readily available L-malic acid.

  DOI：

  10.1080/00397919708004155
• 作为产物：
  描述：

  (3S)-3-hydroxy-1-[2-(3-indolyl)ethyl]pyrrolidine-2,5-dione 在 吡啶 、 三乙胺 、 三苯基膦 作用下， 反应 18.5h， 生成 (S)-4-[2-(1H-Indol-3-yl)-ethyl]-6,6a-dihydro-4H-furo[3,2-b]pyrrole-2,5-dione
  参考文献：
  名称：

  Asymmetric Synthesis of Furo-Pyrrolo-Isoquinoline and Furo-Indolizino-Indole Derivatives Via A Diastereoselective N-Acyliminium ion Cyclization

  摘要：

  Asymmetric synthesis of furo-pyrrolo-isoquinoline and furo-indolizino-indole derivatives via a diastereoselective N-acyliminium ion cyclization of chiral enamides is described. The requisite chiral enamides were prepared from readily available L-malic acid.

  DOI：

  10.1080/00397919708004155

文献信息

• Asymmetric Synthesis of Furo-Pyrrolo-Isoquinoline and Furo-Indolizino-Indole Derivatives Via A Diastereoselective N-Acyliminium ion Cyclization
  作者：Lee, Yong Sup、Lee, Jae Yeol、Park, Hokoon

  DOI：10.1080/00397919708004155

  日期：1997.8

  Asymmetric synthesis of furo-pyrrolo-isoquinoline and furo-indolizino-indole derivatives via a diastereoselective N-acyliminium ion cyclization of chiral enamides is described. The requisite chiral enamides were prepared from readily available L-malic acid.