| 1369873-80-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• CAS: 1369873-80-2
• 化学式: C₁₃H₂₀N₂O₅
• 分子量: 284.312
• InChiKey: FEGSJMXBMKUNJH-BZWSEGBZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.15
• 重原子数：
  20.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  78.71
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  在 吡啶 作用下， 以 甲苯 为溶剂， 反应 21.0h， 以82%的产率得到(3aR,6R,6aR)-6a-Methoxy-3,3a,6,6a-tetrahydro-2H-cyclopenta[b]furan-6-carboxylic acid methyl ester
  参考文献：
  名称：

  Formal Intramolecular (4 + 1)-Cycloaddition of Dialkoxycarbenes: Control of the Stereoselectivity and a Mechanistic Portrait

  摘要：

  The stereoselective synthesis of 5-5, 6-5, and 7-5 fused O-heterocyclic compounds is reported. The key reaction is a formal intramolecular (4 + 1)-cycloaddition involving a dialkox-ycarbene and an electron-deficient diene where the stereo-selectivity is dependent on the length of the tether. An analysis of the stereochemical outcome of this reaction sheds light on its complex mechanistic picture. High-level calculations were used to support the proposed mechanistic portrait.

  DOI：

  10.1021/ja211927b
• 作为产物：
  描述：

  methyl 4-(diethylphosphono)crotonate 在 lead(IV) tetraacetate 、 溶剂黄146 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 5.5h， 生成 、 methyl (2E,4E)-7-[(2-methoxy-5,5-dimethyl-1,3,4-oxadiazol-2-yl)oxy]hepta-2,4-dienoate
  参考文献：
  名称：

  Formal Intramolecular (4 + 1)-Cycloaddition of Dialkoxycarbenes: Control of the Stereoselectivity and a Mechanistic Portrait

  摘要：

  The stereoselective synthesis of 5-5, 6-5, and 7-5 fused O-heterocyclic compounds is reported. The key reaction is a formal intramolecular (4 + 1)-cycloaddition involving a dialkox-ycarbene and an electron-deficient diene where the stereo-selectivity is dependent on the length of the tether. An analysis of the stereochemical outcome of this reaction sheds light on its complex mechanistic picture. High-level calculations were used to support the proposed mechanistic portrait.

  DOI：

  10.1021/ja211927b