trans-2-benzyl-6-methoxyindanol | 16307-17-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: trans-2-benzyl-6-methoxyindanol
• 英文别名: (1R,2S)-2-benzyl-6-methoxy-2,3-dihydro-1H-inden-1-ol
• CAS: 16307-17-8；76000-63-0；85580-11-6
• 化学式: C₁₇H₁₈O₂
• 分子量: 254.329
• InChiKey: NHLGITDEOPOVBN-WMLDXEAASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  trans-2-benzyl-6-methoxyindanol 在 盐酸 作用下， 生成
  参考文献：
  名称：

  影响中枢神经系统的化合物。IV。取代的2-苄基-3-二烷基氨基烷基茚和相关化合物。

  摘要：

  DOI：

  10.1021/jm00317a016
• 作为产物：
  描述：

  2,3-dihydro-6-methoxy-2-phenylmethyl-1H-inden-1-one 在 lithium aluminium tetrahydride 作用下， 以26%的产率得到trans-2-benzyl-6-methoxyindanol
  参考文献：
  名称：

  13C NMR shifts and conformations of substituted indans

  摘要：

  Abstract13C NMR spectra of indan derivatives bearing substituents in the 1, 2, 5 and 6 positions are reported and assigned by LIS measurements and other techniques. Epimeric indanes bearing vicinal oxygen and phenyl or benzyl substituents show ring carbon shielding in the cis relative to the trans isomers, which is compared with corresponding cyclopentane shifts, and indicates the predominance of envelope conformations with pseudoaxial oxygen substituents for the cis isomers. Acetylation shifts show consistently larger shielding at C‐β for the trans compounds. Introduction of oxygen at C‐5 leads to asymmetric shielding effects at the ortho carbon atoms as soon as there is a substituent in the para position which can participate in mesomeric forms.

  DOI：

  10.1002/omr.1270210215

文献信息

• Compounds Affecting the Central Nervous System. IV. Substituted 2-Benzyl-3-dialkylaminoalkylindenes and Related Compounds
  作者：C. R. Ganellin、J. M. Loynes、H. F. Ridley、R. G. W. Spickett

  DOI：10.1021/jm00317a016

  日期：1967.9
• 13C NMR shifts and conformations of substituted indans
  作者：Pawan Kumar Agrawal、Hans-Jörg Schneider、Mangel S. Malik、Shri Nivas Rastogi

  DOI：10.1002/omr.1270210215

  日期：1983.2

  Abstract13C NMR spectra of indan derivatives bearing substituents in the 1, 2, 5 and 6 positions are reported and assigned by LIS measurements and other techniques. Epimeric indanes bearing vicinal oxygen and phenyl or benzyl substituents show ring carbon shielding in the cis relative to the trans isomers, which is compared with corresponding cyclopentane shifts, and indicates the predominance of envelope conformations with pseudoaxial oxygen substituents for the cis isomers. Acetylation shifts show consistently larger shielding at C‐β for the trans compounds. Introduction of oxygen at C‐5 leads to asymmetric shielding effects at the ortho carbon atoms as soon as there is a substituent in the para position which can participate in mesomeric forms.