3,5-bis(4-methoxyphenyl)-2-((E)-3-(4-methoxyphenyl)acryloyl)-4-nitrocyclohexanone | 1313195-54-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 3,5-bis(4-methoxyphenyl)-2-((E)-3-(4-methoxyphenyl)acryloyl)-4-nitrocyclohexanone
• 英文别名: 3,5-bis(4-methoxyphenyl)-2-[(E)-3-(4-methoxyphenyl)prop-2-enoyl]-4-nitrocyclohexan-1-one
• CAS: 1313195-54-8
• 化学式: C₃₀H₂₉NO₇
• 分子量: 515.563
• InChiKey: UDHKYSBNKLLYCZ-UBKPWBPPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  38
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  108
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  1-(4-甲氧苯基)-2-硝基乙烯 、 (1E,6E)-1,7-bis(4-methoxyphenyl)hepta-1,6-diene-3,5-dione 在 C₂₇H₃₁N₅O₃S 作用下， 以 四氢呋喃 为溶剂， 反应 72.0h， 生成 3,5-bis(4-methoxyphenyl)-2-((E)-3-(4-methoxyphenyl)acryloyl)-4-nitrocyclohexanone 、 3,5-bis(4-methoxyphenyl)-2-((E)-3-(4-methoxyphenyl)acryloyl)-4-nitrocyclohexanone 、 3,5-bis(4-methoxyphenyl)-2-((E)-3-(4-methoxyphenyl)acryloyl)-4-nitrocyclohexanone
  参考文献：
  名称：

  Diastereo- and enantioselective synthesis of densely functionalized cyclohexanones via double Michael addition of curcumins with nitroalkenes

  摘要：

  The asymmetric double Michael additions of curcumins to nitroalkenes to afford highly functionalized cyclohexanones have been carried out for the first time. A combination of a dihydrocinchonine-thiourea organocatalyst and K2CO3 was found to be the most effective in obtaining the desired cyclohexanones in good yield, diastereoselectivity and enantioselectivity. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.04.011

文献信息

• CURCUMIN DERIVATIVES
  申请人：Namboothiri Irishi N.N.

  公开号：US20110160276A1

  公开（公告）日：2011-06-30

  A compound has Formula VIII where, X is —C(O)R, —C(O)OR, —CN, —NO 2 , —S(O) 2 R′, —P(O)(OR) 2 ; each R is individually H, alkyl, or alkenyl; R′ is alkyl or akenyl; R 1 is aryl, alkenyl, arylalkenyl, heterocyclyl, or heteroaryl; and R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , and R 11 are individually H, alkoxy, or hydroxy. In some cases, X is NO 2 . Pharmaceutical compositions of the compound of Formula VIII with a pharmaceutically acceptable carrier may be prepared. The compounds may be used for inhibition of cyclooxygenase-2.

  该化合物的化学式为VIII，其中X为—C(O)R、—C(O)OR、—CN、—NO2、—S(O)2R′、—P(O)(OR)2；每个R分别为H、烷基或烯基；R′为烷基或烯基；R1为芳基、烯基、芳基烯基、杂环烷基或杂环芳基；R2、R3、R4、R5、R6、R7、R8、R9、R10和R11分别为H、烷氧基或羟基。在某些情况下，X为NO2。可以制备该化合物的药物组合物，与药物可接受载体混合。该化合物可用于抑制环氧化酶-2。
• US8410177B2
  申请人：——

  公开号：US8410177B2

  公开（公告）日：2013-04-02
• [EN] CURCUMIN DERIVATIVES<br/>[FR] DÉRIVÉS DE CURCUMINE
  申请人：INDIAN INST TECHNOLOGY BOMBAY

  公开号：WO2011080550A1

  公开（公告）日：2011-07-07

  A compound has Formula VIII where, X is -C(O)R, -C(O)OR, -CN, -NO2, -S(O)2R', -P(O)(OR)2; each R is individually H, alkyl, or alkenyl; R' is alkyl or akenyl; R1 is aryl, alkenyl, arylalkenyl, heterocyclyl, or heteroaryl; and R2, R3, R4, R5, R6, R7, R8, R9, R10, and R11 are individually H, alkoxy, or hydroxy. In some cases, X is NO2. Pharmaceutical compositions of the compound of Formula (VIII) with a pharmaceutically acceptable carrier may be prepared. The compounds may be used for inhibition of cyclooxygenase-2.
• Diastereo- and enantioselective synthesis of densely functionalized cyclohexanones via double Michael addition of curcumins with nitroalkenes
  作者：Narasimham Ayyagari、Irishi N.N. Namboothiri

  DOI：10.1016/j.tetasy.2012.04.011

  日期：2012.4

  The asymmetric double Michael additions of curcumins to nitroalkenes to afford highly functionalized cyclohexanones have been carried out for the first time. A combination of a dihydrocinchonine-thiourea organocatalyst and K2CO3 was found to be the most effective in obtaining the desired cyclohexanones in good yield, diastereoselectivity and enantioselectivity. (C) 2012 Elsevier Ltd. All rights reserved.