8-benzyloxy-2-tetralyl butyrate | 1159096-22-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 8-benzyloxy-2-tetralyl butyrate
• 英文别名: (8-Phenylmethoxy-1,2,3,4-tetrahydronaphthalen-2-yl) butanoate；(8-phenylmethoxy-1,2,3,4-tetrahydronaphthalen-2-yl) butanoate
• CAS: 1159096-22-6
• 化学式: C₂₁H₂₄O₃
• 分子量: 324.42
• InChiKey: XKMIXKQJGZUNNL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  8-benzyloxy-2-tetralyl butyrate 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 4.0h， 以100%的产率得到8-hydroxy-2-tetralyl butyrate
  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-benzyloxy-2-tetralol 、 丁酰氯 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以94%的产率得到8-benzyloxy-2-tetralyl butyrate
  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.