Methyl 2-Allyl-3,3-dimethyl-1-oxocyclohexane-2-carboxylate | 132912-34-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: Methyl 2-Allyl-3,3-dimethyl-1-oxocyclohexane-2-carboxylate
• 英文别名: Methyl 2,2-dimethyl-6-oxo-1-prop-2-enylcyclohexane-1-carboxylate
• CAS: 132912-34-6
• 化学式: C₁₃H₂₀O₃
• 分子量: 224.3
• InChiKey: DNLWJNZNYVTRBB-UHFFFAOYSA-N

物化性质

• 沸点：
  95-96 °C(Press: 0.1 Torr)
• 密度：
  0.989±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Methyl 2-Allyl-3,3-dimethyl-1-oxocyclohexane-2-carboxylate 在 二苯并-18-冠醚-6 吡啶 、 2,4,6-三甲基吡啶 、 chromium(VI) oxide 、 sodium tetrahydroborate 、 正丁基锂 、 氨 、 sodium 、 臭氧 、 lithium iodide 作用下， 以 四氢呋喃 、 吡啶 、 二氯甲烷 、 乙腈 为溶剂， 反应 116.25h， 生成 1-(2'-氰基乙基)-2-亚甲基-6,6-二甲基环己烷
  参考文献：
  名称：

  Total synthesis of dehydroambliol-A and its unnatural Z isomer

  摘要：

  Convergent total syntheses of dehydroambliol-A (1a), its unnatural Z isomer 1b, and ambliofuran (2) are described. The syntheses utilized 2-(3'-furyl)-1,3-dithiane (6) as a common intermediate. Analysis of their proton and carbon magnetic resonance spectra confirm that in the natural product dehydroambliol-A and in synthetic dehydroambliol-A the DELTA-7-bond possesses the E geometry, while in the unnatural isomer of dehydroambliol-A, the DELTA-7-bond is of the Z configuration.

  DOI：

  10.1021/jo00009a033
• 作为产物：
  描述：

  Methyl 1-(Allyloxy)-3,3-dimethyl-cyclohex-1-ene-2-carboxylate 以100%的产率得到
  参考文献：
  名称：

  MAGATTI, CHARLES V.;KAMINSKI, JAMES J.;ROTHBERG, IRVIN, J. ORG. CHEM., 56,(1991) N, C. 3102-3108

  摘要：

  DOI：

文献信息

• Synthesis of a model system for the preparation of phloroglucinol containing natural products
  作者：George A Kraus、Elena Dneprovskaia、Tuan H Nguyen、Insik Jeon

  DOI：10.1016/j.tet.2003.03.001

  日期：2003.11

  A model system for the synthesis of phloroglucinol containing natural products was synthesized. Key steps include a manganic acetate-mediated cyclization and the facile conversion of an alkene into a beta-bromoenone. (C) 2003 Elsevier Ltd. All rights reserved.
• MAGATTI, CHARLES V.;KAMINSKI, JAMES J.;ROTHBERG, IRVIN, J. ORG. CHEM., 56,(1991) N, C. 3102-3108
  作者：MAGATTI, CHARLES V.、KAMINSKI, JAMES J.、ROTHBERG, IRVIN

  DOI：——

  日期：——
• Total synthesis of dehydroambliol-A and its unnatural Z isomer
  作者：Charles V. Magatti、James J. Kaminski、Irvin Rothberg

  DOI：10.1021/jo00009a033

  日期：1991.4

  Convergent total syntheses of dehydroambliol-A (1a), its unnatural Z isomer 1b, and ambliofuran (2) are described. The syntheses utilized 2-(3'-furyl)-1,3-dithiane (6) as a common intermediate. Analysis of their proton and carbon magnetic resonance spectra confirm that in the natural product dehydroambliol-A and in synthetic dehydroambliol-A the DELTA-7-bond possesses the E geometry, while in the unnatural isomer of dehydroambliol-A, the DELTA-7-bond is of the Z configuration.