(((5-methyl-2-furfuryl)oxy)methyl)-tri-n-butylstannane | 167106-11-8

• 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: (((5-methyl-2-furfuryl)oxy)methyl)-tri-n-butylstannane
• 英文别名: tributyl-[(5-methylfuran-2-yl)methoxymethyl]stannane
• CAS: 167106-11-8
• 化学式: C₁₉H₃₆O₂Sn
• 分子量: 415.204
• InChiKey: HENLYMWNDNMRPL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.49
• 重原子数：
  22.0
• 可旋转键数：
  13.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  22.37
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2,4-二溴-3-戊酮 、 (((5-methyl-2-furfuryl)oxy)methyl)-tri-n-butylstannane 在 Zn/Ag suspn. 作用下， 以 四氢呋喃 为溶剂， 生成 (1S*,2R*,4S*,5R*)-1-[(((tri-n-butylstannyl)methyl)oxy)methyl]-8-oxabicyclo[3.2.1]oct-6-en-3-one
  参考文献：
  名称：

  A New Strategy to Bicyclo[5.3.0]decenes via Anionic Intramolecular Ring Opening of Oxabicyclo[3.2.1] Compounds

  摘要：

  Intramolecular anionic ring opening of oxabicyclo[3.2.1] systems has been achieved and leads to an efficient route to bicyclo[5.3.0]decenes which are trans fused. Tethers containing heteroatoms (X = O, S, NMe) as well as all-carbon derivatives have been successfully cyclized under these conditions. It is not necessary to take any special precautions (high dilution, slow addition etc.) when carrying out the transmetalation-cyclization since intermolecular ring opening does not occur under these conditions.

  DOI：

  10.1021/ja00112a008
• 作为产物：
  描述：

  5-甲基-2-呋喃甲醇 、 三丁基(碘甲基)锡烷 在 potassium hydride 作用下， 以 四氢呋喃 为溶剂， 以68%的产率得到(((5-methyl-2-furfuryl)oxy)methyl)-tri-n-butylstannane
  参考文献：
  名称：

  A New Strategy to Bicyclo[5.3.0]decenes via Anionic Intramolecular Ring Opening of Oxabicyclo[3.2.1] Compounds

  摘要：

  Intramolecular anionic ring opening of oxabicyclo[3.2.1] systems has been achieved and leads to an efficient route to bicyclo[5.3.0]decenes which are trans fused. Tethers containing heteroatoms (X = O, S, NMe) as well as all-carbon derivatives have been successfully cyclized under these conditions. It is not necessary to take any special precautions (high dilution, slow addition etc.) when carrying out the transmetalation-cyclization since intermolecular ring opening does not occur under these conditions.

  DOI：

  10.1021/ja00112a008