methyl 2-{[2-acetyl-2-(benzyloxycarbonyl)ethenyl]amino}-3-(1H-indol-3-yl)prop-2-enoate | 317384-00-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl 2-{[2-acetyl-2-(benzyloxycarbonyl)ethenyl]amino}-3-(1H-indol-3-yl)prop-2-enoate
• 英文别名: benzyl (2E)-2-[[[(Z)-1-(1H-indol-3-yl)-3-methoxy-3-oxoprop-1-en-2-yl]amino]methylidene]-3-oxobutanoate
• CAS: 317384-00-2
• 化学式: C₂₄H₂₂N₂O₅
• 分子量: 418.449
• InChiKey: XUCQVEUVLRFCBZ-XZAOWALKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.49
• 重原子数：
  31.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  97.49
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  methyl 2-{[2-acetyl-2-(benzyloxycarbonyl)ethenyl]amino}-3-(1H-indol-3-yl)prop-2-enoate 在 一水合肼 作用下， 以 吡啶 、 乙醇 为溶剂， 反应 8.5h， 生成 (E)-3'-deimino-2',4'-bis(demethyl)-4'-ethyl-3'-thioxoaplysinopsin
  参考文献：
  名称：

  摘要：

  Simple and stereoselective syntheses of aplysinopsins and their analogs from either methyl 2-[(2,2 disubstituted ethenyl)amino]-3-(dimethylamino)prop-2-enoates or 5-[(dimethylamino)methylidene]imidazolidine-2,4-diones 20 are described. The structures of products are established by H-1 and C-13-NMR. and NOESY spectroscopy, and X-ray crystal-structure analysis.

  DOI：

  10.1002/1522-2675(20001004)83:10<2802::aid-hlca2802>3.0.co;2-9
• 作为产物：
  描述：

  吲哚 、 methyl 2-{[2-acetyl-2-(benzyloxycarbonyl)ethenyl]amino}-3-(dimethylamino)prop-2-enoate 以 溶剂黄146 为溶剂， 反应 10.0h， 以48%的产率得到methyl 2-{[2-acetyl-2-(benzyloxycarbonyl)ethenyl]amino}-3-(1H-indol-3-yl)prop-2-enoate
  参考文献：
  名称：

  摘要：

  Simple and stereoselective syntheses of aplysinopsins and their analogs from either methyl 2-[(2,2 disubstituted ethenyl)amino]-3-(dimethylamino)prop-2-enoates or 5-[(dimethylamino)methylidene]imidazolidine-2,4-diones 20 are described. The structures of products are established by H-1 and C-13-NMR. and NOESY spectroscopy, and X-ray crystal-structure analysis.

  DOI：

  10.1002/1522-2675(20001004)83:10<2802::aid-hlca2802>3.0.co;2-9

文献信息

• ——
  作者：Lovro Selič、Renata Jakše、Kristina Lampič、Ljubo Golič、Simona Golič-Grdadolnik、Branko Stanovnik

  DOI：10.1002/1522-2675(20001004)83:10<2802::aid-hlca2802>3.0.co;2-9

  日期：2000.10.4

  Simple and stereoselective syntheses of aplysinopsins and their analogs from either methyl 2-[(2,2 disubstituted ethenyl)amino]-3-(dimethylamino)prop-2-enoates or 5-[(dimethylamino)methylidene]imidazolidine-2,4-diones 20 are described. The structures of products are established by H-1 and C-13-NMR. and NOESY spectroscopy, and X-ray crystal-structure analysis.