(3r,6r)-3-Methyl-6-isopropyl-2-(4-phenylbenzylidene)cyclohexanone | 102609-03-0

• 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: (3r,6r)-3-Methyl-6-isopropyl-2-(4-phenylbenzylidene)cyclohexanone
• 英文别名: (3R,6R)-3-methyl-2-[(4-phenylphenyl)methylidene]-6-propan-2-ylcyclohexan-1-one
• CAS: 102609-03-0；111742-33-7；132342-78-0；144830-89-7
• 化学式: C₂₃H₂₆O
• 分子量: 318.459
• InChiKey: WCYVFYLBAYOAGC-DYESRHJHSA-N

物化性质

• 沸点：
  475.5±35.0 °C(Predicted)
• 密度：
  1.033±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (3r,6r)-3-Methyl-6-isopropyl-2-(4-phenylbenzylidene)cyclohexanone 在 吡啶 、 N-溴代丁二酰亚胺(NBS) 、 过氧化二碳酸二环己酯 作用下， 以 四氯化碳 为溶剂， 反应 3.0h， 生成 6-[1-Biphenyl-4-yl-meth-(Z)-ylidene]-2-isopropyl-5-methyl-cyclohex-2-enone
  参考文献：
  名称：

  Kutulya, L. A.; Nemchenok, I. B.; Pivnenko, N. S., Russian Journal of Organic Chemistry, 1988, vol. 24, # 8, p. 1506 - 1511

  摘要：

  DOI：

文献信息

• Stereochemistry of hydroxylation of some chiral spiro-[2,5]octan-4-ones
  作者：I.M. Gella、T.G. Drushlyak、N.S. Pivnenko、R.I. Zubatyuk、A.V. Turov、I.S. Konovalova、N.B. Novikova、O.V. Shishkin

  DOI：10.1016/j.molstruc.2012.03.052

  日期：2012.7

  Stereoselective oxidative alpha hydroxylation of (1R,5R,8R,3R)-1-aryl-5-isopropyl-8-methyl-3-spiro-[2,5,]octan-4-ones has been found as a secondary process in the cyclopropanation of 2-arylidene isomenthanones with trimethylsulfoxonium iodide in DMSO/NaOH or DMF/NaOH system. Three stereoisomeric hydroxy ketones have been isolated from a reaction mixture of cyclopropanation reaction, but the reaction of oxidation carried out with isolated spiro-[2,5]octan-4-ones was stereoselective. The advantages of this method of stereoselective hydroxylation are room temperature of reaction and absence of expensive catalysts. The reduction of obtained hydroxy ketones was also stereoselective and gave the only trans-7 (4,5S)-dioles. The structures have been confirmed with 1D and 2D H-1 and C-13 NMR, MS spectra and for stereoisomeric hydroxy ketones with X-ray analysis also. (C) 2012 Elsevier B.V. All rights reserved.
• Kutulya, L. A.; Nemchenok, I. B.; Pivnenko, N. S., Russian Journal of Organic Chemistry, <hi>1988</hi>, vol. 24, # 8, p. 1506 - 1511
  作者：Kutulya, L. A.、Nemchenok, I. B.、Pivnenko, N. S.、Khandrimailova, T. V.、Tischenko, V. G.

  DOI：——

  日期：——