(2R)-1-(tert-butyldimethylsilyloxy)-2-(methoxymethoxy)pent-4-ene | 1170693-36-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二恶烷
• 英文名称: (2R)-1-(tert-butyldimethylsilyloxy)-2-(methoxymethoxy)pent-4-ene
• CAS: 1170693-36-3
• 化学式: C₁₃H₂₈O₃Si
• 分子量: 260.449
• InChiKey: XLQIHCWPWABGBO-GFCCVEGCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.57
• 重原子数：
  17.0
• 可旋转键数：
  8.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  27.69
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (2R)-1-(tert-butyldimethylsilyloxy)-2-(methoxymethoxy)pent-4-ene 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 以98%的产率得到(2R)-2-(methoxymethoxy)pent-4-en-1-ol
  参考文献：
  名称：

  Tandem aza-Claisen rearrangement and ring-closing metathesis reactions: the stereoselective synthesis of functionalised carbocyclic amides

  摘要：

  A one-pot, tandem process has been developed for the efficient synthesis Of functionalised carbocyclic amides. A substituted cyclopentenyl trichloroacetamide was synthesised Using a tandem thermal aza-Claisen rearrangement and RCM process, while an analogous cyclohexenyl trichloroacetamide was generated with high diastereoselectivity using a tandem MOM-ether directed metal-catalysed aza-Claisen rearrangement and RCM process. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.02.032
• 作为产物：
  描述：

  溴甲基甲基醚 、 (R)-1-tert-butyldimethylsilyloxy-4-penten-2-ol 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 以92%的产率得到(2R)-1-(tert-butyldimethylsilyloxy)-2-(methoxymethoxy)pent-4-ene
  参考文献：
  名称：

  Tandem aza-Claisen rearrangement and ring-closing metathesis reactions: the stereoselective synthesis of functionalised carbocyclic amides

  摘要：

  A one-pot, tandem process has been developed for the efficient synthesis Of functionalised carbocyclic amides. A substituted cyclopentenyl trichloroacetamide was synthesised Using a tandem thermal aza-Claisen rearrangement and RCM process, while an analogous cyclohexenyl trichloroacetamide was generated with high diastereoselectivity using a tandem MOM-ether directed metal-catalysed aza-Claisen rearrangement and RCM process. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.02.032