[1-(hydroxymethyl)-7-methoxy-2H-naphthalen-1-yl]methanol | 187725-52-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: [1-(hydroxymethyl)-7-methoxy-2H-naphthalen-1-yl]methanol
• CAS: 187725-52-6
• 化学式: C₁₃H₁₆O₃
• 分子量: 220.268
• InChiKey: DWDDAJZMIPXJOJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [1-(hydroxymethyl)-7-methoxy-2H-naphthalen-1-yl]methanol 在 4-二甲氨基吡啶 、 lithium aluminium tetrahydride 、 三乙胺 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 173.0h， 生成 (R)-(+)-1,2-dihydro-1-(hydroxymethyl)-7-methoxy-1-methylnaphthalene
  参考文献：
  名称：

  Asymmetric construction of benzylic quaternary carbons by lipase-mediated enantioselective transesterification of prochiral α,α-disubstituted 1,3-propanediols

  摘要：

  The asymmetric differentiation by lipase-catalysed transesterification of prochiral alpha,alpha-disubstituted 1,3-propanediols 5 and 11 was accomplished in good enantiomeric excess and high chemical yield. The absolute configuration of the corresponding monoacetates (+)-2a and (-)-12a were determined by conversion into known key intermediates used in the synthesis of (-)-aphanorphine and (+)-eptazocine. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(96)00500-9
• 作为产物：
  描述：

  dimethyl 7-methoxy-1,2-dihydronaphthalene-1,1-dicarboxylate 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 以82%的产率得到[1-(hydroxymethyl)-7-methoxy-2H-naphthalen-1-yl]methanol
  参考文献：
  名称：

  Asymmetric construction of benzylic quaternary carbons by lipase-mediated enantioselective transesterification of prochiral α,α-disubstituted 1,3-propanediols

  摘要：

  The asymmetric differentiation by lipase-catalysed transesterification of prochiral alpha,alpha-disubstituted 1,3-propanediols 5 and 11 was accomplished in good enantiomeric excess and high chemical yield. The absolute configuration of the corresponding monoacetates (+)-2a and (-)-12a were determined by conversion into known key intermediates used in the synthesis of (-)-aphanorphine and (+)-eptazocine. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(96)00500-9

文献信息

• Asymmetric construction of benzylic quaternary carbons by lipase-mediated enantioselective transesterification of prochiral α,α-disubstituted 1,3-propanediols
  作者：Antoine Fadel、Philippe Arzel

  DOI：10.1016/s0957-4166(96)00500-9

  日期：1997.1

  The asymmetric differentiation by lipase-catalysed transesterification of prochiral alpha,alpha-disubstituted 1,3-propanediols 5 and 11 was accomplished in good enantiomeric excess and high chemical yield. The absolute configuration of the corresponding monoacetates (+)-2a and (-)-12a were determined by conversion into known key intermediates used in the synthesis of (-)-aphanorphine and (+)-eptazocine. (C) 1997 Elsevier Science Ltd.