(R)-8-hydroxy-2-tetralol | 1159096-24-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: (R)-8-hydroxy-2-tetralol
• 英文别名: (7R)-5,6,7,8-tetrahydronaphthalene-1,7-diol
• CAS: 1159096-24-8
• 化学式: C₁₀H₁₂O₂
• 分子量: 164.204
• InChiKey: LNLGJFLOBBEUPK-MRVPVSSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.24
• 重原子数：
  12.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  40.46
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (R)-8-hydroxy-2-tetralol 、 溴甲苯 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 24.0h， 生成 8-benzyloxy-2-tetralol
  参考文献：
  名称：

  Enzymatic resolution of 5-hydroxy- and 8-hydroxy-2-tetralols using immobilized lipases

  摘要：

  (R)-2-Tetralol (R)-2a, (R)-5-hydroxy-2-tetralol (R)-2b and (R)-8-hydroxy-2-tetralol (R)-2c, which are key intermediates in the synthesis of pharmacologically active 2-aminotetralins 3, were prepared in moderate to very high enantiomeric excess (up to 99% ee) by enzymatic resolution of the corresponding racemic butyrates rac-1a, rac-1b and rac-1c, respectively, using lipases immobilized on octyl agarose. This methodology is an alternative to the microbial reduction of 2-tetralones. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.02.011
• 作为产物：
  描述：

  8-羟基-3,4-二氢-1H-2-萘酮 在 baker's yeast 作用下， 生成 (R)-8-hydroxy-2-tetralol 、 (S)-8-hydroxy-2-tetralol
  参考文献：
  名称：

  Enzymatic resolution of 5-hydroxy- and 8-hydroxy-2-tetralols using immobilized lipases

  摘要：

  (R)-2-Tetralol (R)-2a, (R)-5-hydroxy-2-tetralol (R)-2b and (R)-8-hydroxy-2-tetralol (R)-2c, which are key intermediates in the synthesis of pharmacologically active 2-aminotetralins 3, were prepared in moderate to very high enantiomeric excess (up to 99% ee) by enzymatic resolution of the corresponding racemic butyrates rac-1a, rac-1b and rac-1c, respectively, using lipases immobilized on octyl agarose. This methodology is an alternative to the microbial reduction of 2-tetralones. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.02.011

文献信息

• Enzymatic resolution of 5-hydroxy- and 8-hydroxy-2-tetralols using immobilized lipases
  作者：Paolo Bonomi、Paola Cairoli、Daniela Ubiali、Carlo F. Morelli、Marco Filice、Ines Nieto、Massimo Pregnolato、Paolo Manitto、Marco Terreni、Giovanna Speranza

  DOI：10.1016/j.tetasy.2009.02.011

  日期：2009.3

  (R)-2-Tetralol (R)-2a, (R)-5-hydroxy-2-tetralol (R)-2b and (R)-8-hydroxy-2-tetralol (R)-2c, which are key intermediates in the synthesis of pharmacologically active 2-aminotetralins 3, were prepared in moderate to very high enantiomeric excess (up to 99% ee) by enzymatic resolution of the corresponding racemic butyrates rac-1a, rac-1b and rac-1c, respectively, using lipases immobilized on octyl agarose. This methodology is an alternative to the microbial reduction of 2-tetralones. (c) 2009 Elsevier Ltd. All rights reserved.