dimethyl 5-phenyl-2-diazo-3-oxoheptane-1,7-dioate | 1446109-59-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: dimethyl 5-phenyl-2-diazo-3-oxoheptane-1,7-dioate
• CAS: 1446109-59-6
• 化学式: C₁₅H₁₆N₂O₅
• 分子量: 304.302
• InChiKey: FIBBJHBTQDEAFE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.14
• 重原子数：
  22.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  106.07
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  dimethyl 5-phenyl-2-diazo-3-oxoheptane-1,7-dioate 在 dirhodium(II) tetrakis(perfluorobutyrate) 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以88%的产率得到methyl 2-hydroxy-4-(2-methoxy-2-oxoethyl)-3,4-dihydronaphthalene-1-carboxylate
  参考文献：
  名称：

  Diazoacetoacetate Enones for the Synthesis of Diverse Natural Product-like Scaffolds

  摘要：

  Diazoacetoacetate enones are a new class of Michael acceptors that enable the efficient construction of natural product-like scaffolds. Through their Michael addition reactions, including those with silyl enol ethers, indoles, pyrroles, and amines, delta-functionalized diazoacetoacetates are formed in high yield and with overall operational efficiency. Subsequent catalytic dinitrogen extrusion reactions provide access to a diverse series of natural product-like carbo- and heterocyclic ring systems in only three steps from commercial materials.

  DOI：

  10.1021/ol4015199
• 作为产物：
  描述：

  methyl 3-oxo-4-(triphenylphosphoranylidene)butanoate 在 三乙烯二胺 、 sodium hydride 、 scandium tris(trifluoromethanesulfonate) 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 8.0h， 生成 dimethyl 5-phenyl-2-diazo-3-oxoheptane-1,7-dioate
  参考文献：
  名称：

  Diazoacetoacetate Enones for the Synthesis of Diverse Natural Product-like Scaffolds

  摘要：

  Diazoacetoacetate enones are a new class of Michael acceptors that enable the efficient construction of natural product-like scaffolds. Through their Michael addition reactions, including those with silyl enol ethers, indoles, pyrroles, and amines, delta-functionalized diazoacetoacetates are formed in high yield and with overall operational efficiency. Subsequent catalytic dinitrogen extrusion reactions provide access to a diverse series of natural product-like carbo- and heterocyclic ring systems in only three steps from commercial materials.

  DOI：

  10.1021/ol4015199