(+)-2-methoxymethoxy-1-phenylcyclohexanol | 169872-69-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (+)-2-methoxymethoxy-1-phenylcyclohexanol
• 英文别名: (1S,2S)-2-(methoxymethoxy)-1-phenylcyclohexan-1-ol
• CAS: 169872-69-9
• 化学式: C₁₄H₂₀O₃
• 分子量: 236.311
• InChiKey: UTIBVPMIMVMDIR-KBPBESRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (+)-2-methoxymethoxy-1-phenylcyclohexanol 在 盐酸 、 sodium hydride 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 28.0h， 生成 (-)-2'',6''-dimethoxy-2,2'-diphenyl-2,2'-dicyclohexanol
  参考文献：
  名称：

  Synthesis of azophenolic crown ethers of C s symmetry incorporating cis-1-phenylcyclohexane-1,2-diol residues as a steric barrier and diastereotopic face selectivity in complexation of amines by their diastereotopic faces

  摘要：

  Azophenolic crown ethers 1 and 2 of C-s symmetry incorporating cis-1-phenylcyclohexane-1,2-diol residues as a steric barrier have been prepared. Diastereotopic face selectivity in complexation with 2-methoxyethylamine, n-propylamine and ethanolamine was examined using temperature-dependent H-1 NMR spectroscopy. Both bind ethanolamine stereoselectively to one of their diaseereotopic faces; the prediction of which diastereoisomeric complexwas preferentially formed is made on the basis of a CPK molecular-model examination ofthe complexes.

  DOI：

  10.1039/p19950001429
• 作为产物：
  描述：

  二甲醇缩甲醛 、 (S,S)-(+)-1-苯基环己烷-顺-1,2-二醇 在 对甲苯磺酸 、 lithium bromide 作用下， 反应 9.0h， 以3.50 g的产率得到(+)-2-methoxymethoxy-1-phenylcyclohexanol
  参考文献：
  名称：

  Synthesis of azophenolic crown ethers of C s symmetry incorporating cis-1-phenylcyclohexane-1,2-diol residues as a steric barrier and diastereotopic face selectivity in complexation of amines by their diastereotopic faces

  摘要：

  Azophenolic crown ethers 1 and 2 of C-s symmetry incorporating cis-1-phenylcyclohexane-1,2-diol residues as a steric barrier have been prepared. Diastereotopic face selectivity in complexation with 2-methoxyethylamine, n-propylamine and ethanolamine was examined using temperature-dependent H-1 NMR spectroscopy. Both bind ethanolamine stereoselectively to one of their diaseereotopic faces; the prediction of which diastereoisomeric complexwas preferentially formed is made on the basis of a CPK molecular-model examination ofthe complexes.

  DOI：

  10.1039/p19950001429

文献信息

• Preparation and enantiomer recognition of chiral azophenolic crown ethers having three chiral barriers on each of the homotopic faces
  作者：Koichiro Naemura、Masaki Asada、Keiji Hirose、Yoshito Tobe

  DOI：10.1016/0957-4166(95)00240-p

  日期：1995.8

  Homochiral azophenolic crown ethers 1 and 2 having three chiral barriers, that is, the phenyl group, the methyl group, and the cyclohexane moiety on each of the homotopic faces have been prepared. The enantiomer recognition toward chiral 2-aminoethanol derivatives has been examined.