diisopropyl 6-hydroxy-6-methyl-2-(4-nitrophenyl)-4-oxocyclohexane-1,3-dicarboxylate | 472981-79-6

• 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: diisopropyl 6-hydroxy-6-methyl-2-(4-nitrophenyl)-4-oxocyclohexane-1,3-dicarboxylate
• 英文别名: diisopropyl 4-hydroxy-4-methyl-2-(4-nitrophenyl)-6-oxocyclohexane-1,3-dicarboxylate；Dipropan-2-yl 4-hydroxy-4-methyl-2-(4-nitrophenyl)-6-oxocyclohexane-1,3-dicarboxylate
• CAS: 472981-79-6
• 化学式: C₂₁H₂₇NO₈
• mdl: MFCD02046559
• 分子量: 421.447
• InChiKey: AQIDWBRXCNUVNG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  136
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  diisopropyl 6-hydroxy-6-methyl-2-(4-nitrophenyl)-4-oxocyclohexane-1,3-dicarboxylate 在 一水合肼 作用下， 以 异丙醇 为溶剂， 反应 5.0h， 以56%的产率得到diisopropyl 3,6-dihydroxy-6-methyl-4-(4-nitrophenyl)-4,5,6,7-tetrahydro-2H-indazole-5-carboxylate
  参考文献：
  名称：

  Synthesis and Structure of Diisopropyl 6-Hydroxy-6-methyl-4-oxocyclohexane-1,3-dicarboxylates and Their Reactions with Nucleophilic Reagents

  摘要：

  在碱催化下，乙酰乙酸异丙酯与芳香醛和杂环醛发生反应，生成相应的 6-羟基-6-甲基-4-氧代环己烷-1,3-二羧酸二异丙酯，并与单官能团和双官能团含氮亲核物发生反应。根据 X 射线衍射数据，4-氧代环己烷-1,3-二甲酸二异丙酯在晶体中以酮的形式存在。

  DOI：

  10.1007/s11178-005-0287-7
• 作为产物：
  描述：

  乙酰乙酸异丙酯 、 对硝基苯甲醛 在 哌啶 作用下， 以 异丙醇 为溶剂， 以83%的产率得到diisopropyl 6-hydroxy-6-methyl-2-(4-nitrophenyl)-4-oxocyclohexane-1,3-dicarboxylate
  参考文献：
  名称：

  Synthesis and Structure of Diisopropyl 6-Hydroxy-6-methyl-4-oxocyclohexane-1,3-dicarboxylates and Their Reactions with Nucleophilic Reagents

  摘要：

  在碱催化下，乙酰乙酸异丙酯与芳香醛和杂环醛发生反应，生成相应的 6-羟基-6-甲基-4-氧代环己烷-1,3-二羧酸二异丙酯，并与单官能团和双官能团含氮亲核物发生反应。根据 X 射线衍射数据，4-氧代环己烷-1,3-二甲酸二异丙酯在晶体中以酮的形式存在。

  DOI：

  10.1007/s11178-005-0287-7

文献信息

• Reaction of dialkyl 2-aryl-4-hydroxy-4-methyl-6-oxocyclohexane-1,3-dicarboxylates with aliphatic amines
  作者：V. L. Gein、N. V. Nosova、A. S. Prusakova、M. I. Vakhrin、A. P. Kriven’ko

  DOI：10.1134/s1070363208120116

  日期：2008.12

  Benzylamine, phenethylamine, and homoveratrylamine reacted with dialkyl 2-aryl-4-hydroxy-4-methyl-6-oxocyclohexane-1,3-dicarboxylates at the endocyclic carbonyl group with conservation of the enolic hydroxy group to give dialkyl 4-alkylamino-2-aryl-6-hydroxy-6-methylcyclohex-3-ene-1,3-dicarboxylates. The reaction of dimethyl 4-hydroxy-4-methyl-6-oxo-2-phenylcyclohexane-1,3-dicarboxylate with tryptamine was accompanied by dehydration with formation of dimethyl 4-[2-(1H-indol-3-yl)ethylamino]-6-methyl-2-phenylcyclohexa-3,5-diene-1,3-dicarboxylate, presumably due to basic properties of the indole nitrogen atom.
• Synthesis and Structure of Diisopropyl 6-Hydroxy-6-methyl-4-oxocyclohexane-1,3-dicarboxylates and Their Reactions with Nucleophilic Reagents
  作者：V. L. Gein、N. V. Nosova、K. D. Potemkin、Z. G. Aliev、A. P. Kriven’ko

  DOI：10.1007/s11178-005-0287-7

  日期：2005.7

  Base-catalyzed reactions of isopropyl acetoacetate with aromatic and heterocyclic aldehydes afforded the corresponding diisopropyl 6-hydroxy-6-methyl-4-oxocyclohexane-1,3-dicarboxylates which were brought into reactions with mono- and difunctional nitrogen-containing nucleophiles. According to the X-ray diffraction data, diisopropyl 4-oxocyclohexane-1,3-dicarboxylates in crystal exist in the ketone form.

  在碱催化下，乙酰乙酸异丙酯与芳香醛和杂环醛发生反应，生成相应的 6-羟基-6-甲基-4-氧代环己烷-1,3-二羧酸二异丙酯，并与单官能团和双官能团含氮亲核物发生反应。根据 X 射线衍射数据，4-氧代环己烷-1,3-二甲酸二异丙酯在晶体中以酮的形式存在。