(R)-3-(4-fluorophenyl)-11-methyl-12b-ethyl-1,2,3,6,7,12bhexahydropyrimido[1',6':1,2]pyrido[3,4-b]indol-4(12H)-one | 1439937-69-5

• 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: (R)-3-(4-fluorophenyl)-11-methyl-12b-ethyl-1,2,3,6,7,12bhexahydropyrimido[1',6':1,2]pyrido[3,4-b]indol-4(12H)-one
• 英文别名: (2R)-2-ethyl-5-(4-fluorophenyl)-15-methyl-5,7,17-triazatetracyclo[8.7.0.02,7.011,16]heptadeca-1(10),11,13,15-tetraen-6-one
• CAS: 1439937-69-5
• 化学式: C₂₃H₂₄FN₃O
• 分子量: 377.461
• InChiKey: IQKMSJYOZMUATE-HSZRJFAPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  39.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-戊烯-3-酮 、 1-(4-fluorophenyl)-3-[2-(7-methyl-1H-indol-3-yl)ethyl]urea 在 R-3,3'-二(三苯基硅基)联萘酚膦酸酯 作用下， 以 甲苯 为溶剂， 反应 15.0h， 以75%的产率得到(R)-3-(4-fluorophenyl)-11-methyl-12b-ethyl-1,2,3,6,7,12bhexahydropyrimido[1',6':1,2]pyrido[3,4-b]indol-4(12H)-one
  参考文献：
  名称：

  Enantioselective Michael Addition/Iminium Ion Cyclization Cascades of Tryptamine-Derived Ureas

  摘要：

  A Michael addition/iminium ion cyclization cascade of enones with tryptamine-derived ureas under BINOL phosphoric acid (BPA) catalysis Is reported. The cascade reaction tolerates a wide variety of easily synthesized tryptamine-derived ureas, including those bearing substituents on the distal nitrogen atom of the urea moiety, affording polyheterocyclic products in good yields and good to excellent enantioselectivities.

  DOI：

  10.1021/ol401039h

文献信息

• Enantioselective Michael Addition/Iminium Ion Cyclization Cascades of Tryptamine-Derived Ureas
  作者：Isabelle Aillaud、David M. Barber、Amber L. Thompson、Darren J. Dixon

  DOI：10.1021/ol401039h

  日期：2013.6.21

  A Michael addition/iminium ion cyclization cascade of enones with tryptamine-derived ureas under BINOL phosphoric acid (BPA) catalysis Is reported. The cascade reaction tolerates a wide variety of easily synthesized tryptamine-derived ureas, including those bearing substituents on the distal nitrogen atom of the urea moiety, affording polyheterocyclic products in good yields and good to excellent enantioselectivities.