1-(5-ethyl-1H-pyrrol-2-yl)-1-(4-methoxyphenyl)-4-methylpentan-3-one | 1426385-29-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-(5-ethyl-1H-pyrrol-2-yl)-1-(4-methoxyphenyl)-4-methylpentan-3-one
• CAS: 1426385-29-6
• 化学式: C₁₉H₂₅NO₂
• 分子量: 299.413
• InChiKey: HXEVZZWYDNJZMF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.33
• 重原子数：
  22.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  42.09
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-(5-ethyl-1H-pyrrol-2-yl)-1-(4-methoxyphenyl)-4-methylpentan-3-one 在 bromotricarbonyl(tetrahydrofuran)rhenium(I) dimer 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 18.0h， 生成 、
  参考文献：
  名称：

  Modular Access to Complex Prodiginines: Total Synthesis of (+)-Roseophilin via its 2-Azafulvene Prototropisomer

  摘要：

  Ansa-bridged, prodiginines are bioactive pigments produced by bacteria. Certain of these structures are reported to be antagonists of protein protein interactions involved in apoptosis. We describe a new entry to alkaloids of this type, demonstrated with a concise asymmetric synthesis of (+)-roseophilin (3). Our route constructs the pyrrolophane motif via phosphoryl transfer-terminated macroaldolization and passes through a previously unexplored prototropic form of the natural product.

  DOI：

  10.1021/ja400473v
• 作为产物：
  描述：

  2-乙酰基-1-甲苯磺酰基吡咯 在 sodium tetrahydroborate 、 copper(ll) bromide 作用下， 以 异丙醇 、 乙腈 为溶剂， 反应 26.33h， 生成 1-(5-ethyl-1H-pyrrol-2-yl)-1-(4-methoxyphenyl)-4-methylpentan-3-one
  参考文献：
  名称：

  Modular Access to Complex Prodiginines: Total Synthesis of (+)-Roseophilin via its 2-Azafulvene Prototropisomer

  摘要：

  Ansa-bridged, prodiginines are bioactive pigments produced by bacteria. Certain of these structures are reported to be antagonists of protein protein interactions involved in apoptosis. We describe a new entry to alkaloids of this type, demonstrated with a concise asymmetric synthesis of (+)-roseophilin (3). Our route constructs the pyrrolophane motif via phosphoryl transfer-terminated macroaldolization and passes through a previously unexplored prototropic form of the natural product.

  DOI：

  10.1021/ja400473v