(1R,2S)-2-[(二甲氨基)甲基]环己烷-1-醇 | 117241-42-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: (1R,2S)-2-[(二甲氨基)甲基]环己烷-1-醇
• 英文名称: (+/-)-trans-2-Dimethylaminomethyl-cyclohexanol
• 英文别名: (+/-)-trans-1-(Dimethylamino-methyl)-cyclohexanol-(2)；α-(1-Dimethylaminomethyl-cyclohexanol-(2))；(1R,2S)-2-[(dimethylamino)methyl]cyclohexan-1-ol
• CAS: 117241-42-6
• 化学式: C₉H₁₉NO
• 分子量: 157.256
• InChiKey: LBKGSNPSDIYPBE-DTWKUNHWSA-N

物化性质

• 沸点：
  90-93 °C(Press: 9 Torr)
• 密度：
  0.954±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1R,2S)-2-[(二甲氨基)甲基]环己烷-1-醇 生成 Dimethyl-(trans-2-hydroxy-cyclohexylmethyl)-amin
  参考文献：
  名称：

  Lipase-catalysed resolution of 2-dialkylaminomethylcyclohexanols

  摘要：

  The lipase PS-and Novozym 435-catalysed resolutions of 2-dialkylaminomethylcyclohexanols (A-F) with various vinyl esters were studied in different organic media. High enantioselectivity (E>200) was observed when vinyl acetate was used as an acylating agent and diethyl ether as a solvent. The (1R,2R) enantiomers react preferentially in the case of the cis isomers, whereas the (1R,2S) enantiomers do so in the case of the trans counterparts, Reaction rates were markedly affected by the solvent and by the quantity of the enzyme. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00019-6
• 作为产物：
  描述：

  (+/-)-benzoic acid-(trans-2-dimethylaminomethyl-cyclohexyl ester) 生成 (1R,2S)-2-[(二甲氨基)甲基]环己烷-1-醇
  参考文献：
  名称：

  Pyrolysis of γ-Hydroxyalkyl Quaternary Ammonium Hydroxides and Alkoxides. Cyclohexane Derivatives^1,2

  摘要：

  DOI：

  10.1021/jo01065a029

文献信息

• Stereoisomeric effect on antimicrobial activity of a series of quaternary ammonium salts
  作者：Fridrich Gregan、Jarmila Oremusová、Milan Remko、Juraj Gregan、Dušan Mlynarčík

  DOI：10.1016/s0014-827x(97)00003-7

  日期：1998.1

  Two homologous series of diastereoisomeric racemic +/- cis and +/- trans-N,N-dimethyl-N-alkyl-2-benzoyloxycyclohexylmethylammonium bromides with the number of carbon atoms in the alkyl chain from six to twenty (m = 6,8 ... 20) were synthesised. Their structures have been elucidated by IR, UV and in some cases also with 1H and 13C NMR spectrometry. The title compounds were assayed for their antimicrobial

  两个非对映异构体外消旋的+/-顺式和+/-反式N，N-二甲基-N-烷基-2-苯甲酰氧基环己基甲基溴化铵的同源系列，烷基链中的碳原子数为六到二十（m = 6,8 ... 20）已合成。其结构已通过IR，UV以及某些情况下的1H和13C NMR光谱得以阐明。分析标题化合物对微生物金黄色葡萄球菌，大肠杆菌和白色念珠菌的抗微生物活性。观察到对金黄色葡萄球菌的抗菌活性最高（log 1 / MIC = 5.5 mol-1 dm3），对大肠杆菌的抗菌活性最低（log 1 / MIC = 4.5 mol-1 dm3）。
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