tert-Butyl-(3-methoxy-5,6,7,8-tetrahydro-naphthalen-2-yloxy)-dimethyl-silane | 592552-50-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: tert-Butyl-(3-methoxy-5,6,7,8-tetrahydro-naphthalen-2-yloxy)-dimethyl-silane
• 英文别名: Tert-butyl-[(3-methoxy-5,6,7,8-tetrahydronaphthalen-2-yl)oxy]-dimethylsilane；tert-butyl-[(3-methoxy-5,6,7,8-tetrahydronaphthalen-2-yl)oxy]-dimethylsilane
• CAS: 592552-50-6
• 化学式: C₁₇H₂₈O₂Si
• 分子量: 292.494
• InChiKey: IKOAKMOIGZTYIZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.96
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  tert-Butyl-(3-methoxy-5,6,7,8-tetrahydro-naphthalen-2-yloxy)-dimethyl-silane 在 四甲基乙二胺 、 仲丁基锂 、 硼酸三甲酯 、 双氧水 、 溶剂黄146 作用下， 反应 1.75h， 以31%的产率得到5-hydroxy-6-methoxy-7-(tert-butyldimethylsiloxy)-1,2,3,4-tetrahydronaphthalene
  参考文献：
  名称：

  Synthesis of methoxy and hydroxy containing tetralones: versatile intermediates for the preparation of biologically relevant molecules

  摘要：

  The synthesis of 5-hydroxy-6-methoxy-1-tetralone and the 7-hydroxy regioisomer along with the corresponding 5,7-dihydroxy analog has been achieved using an efficient directed metallation procedure followed by a regioselective methylene oxidation. This methodology represents a general synthetic route for the preparation of highly oxygenated tetralone analogs which are versatile building blocks for the construction of molecules of biological interest. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00715-9
• 作为产物：
  描述：

  6-甲氧基-1,2,3,4-四氢萘 在 咪唑 、 4-二甲氨基吡啶 、 四甲基乙二胺 、 仲丁基锂 作用下， 以 二氯甲烷 为溶剂， 反应 1.75h， 生成 tert-Butyl-(3-methoxy-5,6,7,8-tetrahydro-naphthalen-2-yloxy)-dimethyl-silane
  参考文献：
  名称：

  Synthesis of methoxy and hydroxy containing tetralones: versatile intermediates for the preparation of biologically relevant molecules

  摘要：

  The synthesis of 5-hydroxy-6-methoxy-1-tetralone and the 7-hydroxy regioisomer along with the corresponding 5,7-dihydroxy analog has been achieved using an efficient directed metallation procedure followed by a regioselective methylene oxidation. This methodology represents a general synthetic route for the preparation of highly oxygenated tetralone analogs which are versatile building blocks for the construction of molecules of biological interest. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00715-9

文献信息

• Synthesis of methoxy and hydroxy containing tetralones: versatile intermediates for the preparation of biologically relevant molecules
  作者：Anjan Ghatak、James M. Dorsey、Charles M. Garner、Kevin G. Pinney

  DOI：10.1016/s0040-4039(03)00715-9

  日期：2003.5

  The synthesis of 5-hydroxy-6-methoxy-1-tetralone and the 7-hydroxy regioisomer along with the corresponding 5,7-dihydroxy analog has been achieved using an efficient directed metallation procedure followed by a regioselective methylene oxidation. This methodology represents a general synthetic route for the preparation of highly oxygenated tetralone analogs which are versatile building blocks for the construction of molecules of biological interest. (C) 2003 Elsevier Science Ltd. All rights reserved.