ethyl 3-(4-(benzyloxycarbonylamino)-6-isopropyl-6,9,9-trimethyl-6,7,8,9-tetrahydro-1H-benzo[g]indol-3-yl)-2-(hydroxyimino)propanoate | 1221426-32-9

• 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: ethyl 3-(4-(benzyloxycarbonylamino)-6-isopropyl-6,9,9-trimethyl-6,7,8,9-tetrahydro-1H-benzo[g]indol-3-yl)-2-(hydroxyimino)propanoate
• CAS: 1221426-32-9
• 化学式: C₃₁H₃₉N₃O₅
• 分子量: 533.668
• InChiKey: SFUJHRZPRYBRLB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.84
• 重原子数：
  39.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  113.01
• 氢给体数：
  3.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  ethyl 3-(4-(benzyloxycarbonylamino)-6-isopropyl-6,9,9-trimethyl-6,7,8,9-tetrahydro-1H-benzo[g]indol-3-yl)-2-(hydroxyimino)propanoate 在 水 、 氢化铝 、 mercury dichloride 作用下， 以 四氢呋喃 为溶剂， 以94%的产率得到
  参考文献：
  名称：

  De novo synthesis of teleocidin B analogs

  摘要：

  Teleocidin B analogs have been synthesized in 24 steps and 1.9% overall yield. The key steps include aromatic Claisen rearrangement, intramolecular Heck reaction of a tetra-substituted alkene, and ruthenium (II) catalyzed indole cyclization. Teleocidin and the new analogs promote cell spreading on fibroblast cells that were treated with amino-Nogo, an inhibitor of cell spreading. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.01.048
• 作为产物：
  描述：

  ethyl 3-bromo-2-(hydroxyimino)propanoate 、 benzyl 6-isopropyl-6,9,9-trimethyl-6,7,8,9-tetrahydro-1H-benzo[g]indol-4-ylcarbamate 在 sodium carbonate 作用下， 以 二氯甲烷 为溶剂， 以97%的产率得到ethyl 3-(4-(benzyloxycarbonylamino)-6-isopropyl-6,9,9-trimethyl-6,7,8,9-tetrahydro-1H-benzo[g]indol-3-yl)-2-(hydroxyimino)propanoate
  参考文献：
  名称：

  De novo synthesis of teleocidin B analogs

  摘要：

  Teleocidin B analogs have been synthesized in 24 steps and 1.9% overall yield. The key steps include aromatic Claisen rearrangement, intramolecular Heck reaction of a tetra-substituted alkene, and ruthenium (II) catalyzed indole cyclization. Teleocidin and the new analogs promote cell spreading on fibroblast cells that were treated with amino-Nogo, an inhibitor of cell spreading. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.01.048