methyl (S)-1-ethyl-2-oxo-3-(2-nitrophenyl)-3-cyclohexene-1-propanoate | 916601-97-3

• 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 (S)-1-ethyl-2-oxo-3-(2-nitrophenyl)-3-cyclohexene-1-propanoate
• 英文别名: methyl 3-[(1S)-1-ethyl-3-(2-nitrophenyl)-2-oxocyclohex-3-en-1-yl]propanoate
• CAS: 916601-97-3
• 化学式: C₁₈H₂₁NO₅
• 分子量: 331.368
• InChiKey: YOPGEGWKDHVFLX-SFHVURJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  89.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl (S)-1-ethyl-2-oxo-3-(2-nitrophenyl)-3-cyclohexene-1-propanoate 在 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 一氧化碳 、 1,3-双(二苯基膦)丙烷 、 邻菲罗啉 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 80.0 ℃ 、607.95 kPa 条件下， 反应 20.0h， 以75%的产率得到(-)-(S)-<3-Ethyl-4-oxo-2,3,4,9-tetrahydro-1H-carbazol-3-yl>propanoic acid methyl ester
  参考文献：
  名称：

  Palladium-catalyzed syntheses of tetrahydrocarbazolones as advanced intermediates to carbazole alkaloids

  摘要：

  Two sequential palladium-catalyzed reactions, an intermolecular Stille cross-coupling followed by a recently developed palladium-catalyzed reductive N-heteroannulation, have been employed as the key synthetic steps toward six tetrahydrocarbazolones. The products are advanced intermediates toward a number of naturally occurring carbazole alkaloids. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.08.100
• 作为产物：
  描述：

  (+)-(S)-1-Ethyl-2-oxocyclohexane-1-propanoic acid methyl ester 在 palladium diacetate 、 二(氰基苯)二氯化钯 吡啶 、 copper(l) iodide 、 三苯胂 、 碘 、 氧气 、 三乙胺 作用下， 以 N-甲基吡咯烷酮 、 四氯化碳 、 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 100.0 ℃ 、101.33 kPa 条件下， 反应 208.0h， 生成 methyl (S)-1-ethyl-2-oxo-3-(2-nitrophenyl)-3-cyclohexene-1-propanoate
  参考文献：
  名称：

  Palladium-catalyzed syntheses of tetrahydrocarbazolones as advanced intermediates to carbazole alkaloids

  摘要：

  Two sequential palladium-catalyzed reactions, an intermolecular Stille cross-coupling followed by a recently developed palladium-catalyzed reductive N-heteroannulation, have been employed as the key synthetic steps toward six tetrahydrocarbazolones. The products are advanced intermediates toward a number of naturally occurring carbazole alkaloids. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.08.100

文献信息

• Palladium-catalyzed syntheses of tetrahydrocarbazolones as advanced intermediates to carbazole alkaloids
  作者：Tricia L. Scott、Xiaomei Yu、Sobha P. Gorugantula、Grissell Carrero-Martínez、Björn C.G. Söderberg

  DOI：10.1016/j.tet.2006.08.100

  日期：2006.11

  Two sequential palladium-catalyzed reactions, an intermolecular Stille cross-coupling followed by a recently developed palladium-catalyzed reductive N-heteroannulation, have been employed as the key synthetic steps toward six tetrahydrocarbazolones. The products are advanced intermediates toward a number of naturally occurring carbazole alkaloids. (c) 2006 Elsevier Ltd. All rights reserved.