Butyl 4-[tert-butyl(dimethyl)silyl]oxy-2,2-dimethyl-3,4-dihydropyran-6-carboxylate | 182801-57-6

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: Butyl 4-[tert-butyl(dimethyl)silyl]oxy-2,2-dimethyl-3,4-dihydropyran-6-carboxylate
• CAS: 182801-57-6
• 化学式: C₁₈H₃₄O₄Si
• 分子量: 342.551
• InChiKey: MTRQKEJTVBTBLW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Butyl 4-[tert-butyl(dimethyl)silyl]oxy-2,2-dimethyl-3,4-dihydropyran-6-carboxylate 在 二异丁基氢化铝 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以98%的产率得到[4-[Tert-butyl(dimethyl)silyl]oxy-2,2-dimethyl-3,4-dihydropyran-6-yl]methanol
  参考文献：
  名称：

  Synthesis of a Key Intermediate for the Synthesis of Pyranocoumarins. Contrasting Reactivity in the 1,2-and 1,4-Reduction of an Unsaturated Carbonyl System

  摘要：

  [2,2-dimethyl-4-(t-butyldimethylsiloxy)-3,4-dihydro-2H-pyran-6-yl] methanal (1) was synthesized from commercially available butopyronoxyl (2). The selectivity of reducing agents such as DIBAL-H and LiAlH4 towards butopyronoxyl was studied. Solvent effects were found to influence 1,2 versus 1,4 reduction.

  DOI：

  10.1080/00397919608003821
• 作为产物：
  描述：

  避虫酮 在 二异丁基氢化铝 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 0.33h， 生成 Butyl 4-[tert-butyl(dimethyl)silyl]oxy-2,2-dimethyl-3,4-dihydropyran-6-carboxylate
  参考文献：
  名称：

  Synthesis of a Key Intermediate for the Synthesis of Pyranocoumarins. Contrasting Reactivity in the 1,2-and 1,4-Reduction of an Unsaturated Carbonyl System

  摘要：

  [2,2-dimethyl-4-(t-butyldimethylsiloxy)-3,4-dihydro-2H-pyran-6-yl] methanal (1) was synthesized from commercially available butopyronoxyl (2). The selectivity of reducing agents such as DIBAL-H and LiAlH4 towards butopyronoxyl was studied. Solvent effects were found to influence 1,2 versus 1,4 reduction.

  DOI：

  10.1080/00397919608003821