3,3-dimethyl-6-oxocyclohex-1-enecarboxylic acid | 82495-84-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,3-dimethyl-6-oxocyclohex-1-enecarboxylic acid
• 英文别名: 3,3-Dimethyl-6-oxo-1-cyclohexene-1-carboxylic acid；3,3-dimethyl-6-oxocyclohexene-1-carboxylic acid
• CAS: 82495-84-9
• 化学式: C₉H₁₂O₃
• 分子量: 168.192
• InChiKey: RSMHUWRCGIZKIF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,3-dimethyl-6-oxocyclohex-1-enecarboxylic acid 在 2-氯-1-甲基吡啶碘化物 、 三乙胺 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 40.5h， 生成 (3S,3aR,6aS,10aS)-3,3a,6,6a,7,8,9,10-octahydro-2,3-dibenzyl-4,5,7,7-tetramethyl-1H-benzisoindole-1,10-dione
  参考文献：
  名称：

  Chiral and stereochemical control via intramolecular Diels-Alder reaction of Z dienes

  摘要：

  DOI：

  10.1021/ja00385a029
• 作为产物：
  描述：

  methyl 3,3-dimethyl-6-oxocyclohex-1-ene-1-carboxylate 在 potassium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 1.0h， 以49%的产率得到3,3-dimethyl-6-oxocyclohex-1-enecarboxylic acid
  参考文献：
  名称：

  Bis-Michael Acceptors as Novel Probes to Study the Keap1/Nrf2/ARE Pathway

  摘要：

  Nuclear factor erythroid 2-related factor 2 (Nrf2) is a master regulator that promotes the transcription of cytoprotective genes in response to oxidative/electrophilic stress. Various Michael-type compounds were designed and synthesized, and their potency to activate the Keap1/Nrf2/ARE pathway was evaluated. Compounds bearing two Michael-type acceptors proved to be the most active. Tether length and rigidity between the acceptors was crucial. This study will help to understand how this feature disrupts the interaction between Keap1 and Nrf2.

  DOI：

  10.1021/acs.jmedchem.6b01132

文献信息

• Cytochalasin support studies. 2. Chiral and stereochemical control via an intramolecular Diels-Alder reaction of a (Z)-diene
  作者：Stephen G. Pyne、Mark J. Hensel、Stephen R. Byrn、Ann T. McKenzie、P. L. Fuchs

  DOI：10.1021/ja00538a068

  日期：1980.8
• PYNE S. G.; HENSEL M. Y.; BYRN S. R.; MCKENZIE A. T.; FUCHS P. L., J. AMER. CHEM. SOC., 1980, 102, NO 18, 5960-5962,
  作者：PYNE S. G.、 HENSEL M. Y.、 BYRN S. R.、 MCKENZIE A. T.、 FUCHS P. L.

  DOI：——

  日期：——
• PYNE, S. G.;HENSEL, M. J.;FUCHS, P. L., J. AMER. CHEM. SOC., 1982, 104, N 21, 5719-5728
  作者：PYNE, S. G.、HENSEL, M. J.、FUCHS, P. L.

  DOI：——

  日期：——
• Bis-Michael Acceptors as Novel Probes to Study the Keap1/Nrf2/ARE Pathway
  作者：Ludovic J. Deny、Hussein Traboulsi、André M. Cantin、Éric Marsault、Martin V. Richter、Guillaume Bélanger

  DOI：10.1021/acs.jmedchem.6b01132

  日期：2016.10.27

  Nuclear factor erythroid 2-related factor 2 (Nrf2) is a master regulator that promotes the transcription of cytoprotective genes in response to oxidative/electrophilic stress. Various Michael-type compounds were designed and synthesized, and their potency to activate the Keap1/Nrf2/ARE pathway was evaluated. Compounds bearing two Michael-type acceptors proved to be the most active. Tether length and rigidity between the acceptors was crucial. This study will help to understand how this feature disrupts the interaction between Keap1 and Nrf2.
• Chiral and stereochemical control via intramolecular Diels-Alder reaction of Z dienes
  作者：Stephen G. Pyne、Mark J. Hensel、P. L. Fuchs

  DOI：10.1021/ja00385a029

  日期：1982.10