2-((S)-1-(tert-butyldimethylsilyloxy)allyl)thiophene | 1453857-73-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 2-((S)-1-(tert-butyldimethylsilyloxy)allyl)thiophene
• 英文别名: tert-butyl-dimethyl-[(1S)-1-thiophen-2-ylprop-2-enoxy]silane
• CAS: 1453857-73-2
• 化学式: C₁₃H₂₂OSSi
• 分子量: 254.469
• InChiKey: CVHXFFWXPFXRRU-NSHDSACASA-N

物化性质

• 沸点：
  284.0±25.0 °C(predicted)
• 密度：
  0.959±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.0
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  37.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-((S)-1-(tert-butyldimethylsilyloxy)allyl)thiophene 在 dimethyl sulfide borane 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 10.5h， 生成 (S)-3-(4-tert-butyldimethtylsilyloxy)-N-methyl-3-(thiophen-2-yl)propan-1-amine
  参考文献：
  名称：

  Chemoenzymatic asymmetric synthesis of fluoxetine, atomoxetine, nisoxetine, and duloxetine

  摘要：

  The asymmetric synthesis of two well-known anti-depressant drugs, fluoxetine and duloxetine has been accomplished in a chemoenzymatic manner. The main highlight of the synthesis is the enantioselective cyanohydrin formation by a plant (R)-HNL (hydroxynitrile lyase). The enantiopure cyanohydrins are then synthetically manipulated into the above two drug molecules and two of their structural analogues, atomoxetine and nisoxetine. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2013.06.003
• 作为产物：
  描述：

  (2S)-2-羟基-2-(2-噻吩基)乙腈 在 咪唑 、 4-二甲氨基吡啶 、 二异丁基氢化铝 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 8.25h， 生成 2-((S)-1-(tert-butyldimethylsilyloxy)allyl)thiophene
  参考文献：
  名称：

  Chemoenzymatic asymmetric synthesis of fluoxetine, atomoxetine, nisoxetine, and duloxetine

  摘要：

  The asymmetric synthesis of two well-known anti-depressant drugs, fluoxetine and duloxetine has been accomplished in a chemoenzymatic manner. The main highlight of the synthesis is the enantioselective cyanohydrin formation by a plant (R)-HNL (hydroxynitrile lyase). The enantiopure cyanohydrins are then synthetically manipulated into the above two drug molecules and two of their structural analogues, atomoxetine and nisoxetine. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2013.06.003

文献信息

• Chemoenzymatic asymmetric synthesis of fluoxetine, atomoxetine, nisoxetine, and duloxetine
  作者：Rohan Kalyan Rej、Tapas Das、Suman Hazra、Samik Nanda

  DOI：10.1016/j.tetasy.2013.06.003

  日期：2013.8

  The asymmetric synthesis of two well-known anti-depressant drugs, fluoxetine and duloxetine has been accomplished in a chemoenzymatic manner. The main highlight of the synthesis is the enantioselective cyanohydrin formation by a plant (R)-HNL (hydroxynitrile lyase). The enantiopure cyanohydrins are then synthetically manipulated into the above two drug molecules and two of their structural analogues, atomoxetine and nisoxetine. (C) 2013 Elsevier Ltd. All rights reserved.