[diethoxy(oxido)phosphaniumyl] (7R)-2-ethyl-11-azatricyclo[5.3.1.04,11]undeca-1,3-diene-3-carboxylate | 1237074-49-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯嗪
• 英文名称: [diethoxy(oxido)phosphaniumyl] (7R)-2-ethyl-11-azatricyclo[5.3.1.04,11]undeca-1,3-diene-3-carboxylate
• CAS: 1237074-49-5
• 化学式: C₁₇H₂₆NO₅P
• 分子量: 355.371
• InChiKey: FOMDWMMUNXEQNR-GFCCVEGCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  72.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [diethoxy(oxido)phosphaniumyl] (7R)-2-ethyl-11-azatricyclo[5.3.1.04,11]undeca-1,3-diene-3-carboxylate 、 (4aR)-1-(1-ethyl-3,4,4a,5,6,7-hexahydropyrrolo[2,1,5-cd]indolizin-2-yl)propan-1-one 在 lithium hexamethyldisilazane 、 水 、 氯化铵 作用下， 以 甲苯 为溶剂， 反应 0.33h， 以38%的产率得到1,3-bis[(7R)-2-ethyl-11-azatricyclo[5.3.1.04,11]undeca-1,3-dien-3-yl]-2-methylpropane-1,3-dione
  参考文献：
  名称：

  Dimerization of functional pyrroloindolizines for the synthesis of complex myrmicarin alkaloids

  摘要：

  The union of functionalized pyrroloindolizines for the synthesis of heterodimeric products relevant to myrmicarin alkaloids is described. Design and synthesis of tricyclic substrates and new methods for their union enable the investigation of late-stage cyclopentannulation strategies. The rapid assembly of dimeric structures using unique modes of pyrroloindolizine reactivity presents a concise approach to the dimeric myrmicarins and relevant derivatives. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.04.006
• 作为产物：
  描述：

  氰基磷酸二乙酯 、 (7R)-2-ethyl-11-azatricyclo[5.3.1.04,11]undeca-1,3-diene-3-carboxylic acid 在 三乙胺 作用下， 以 乙酸乙酯 为溶剂， 反应 1.5h， 以85%的产率得到[diethoxy(oxido)phosphaniumyl] (7R)-2-ethyl-11-azatricyclo[5.3.1.04,11]undeca-1,3-diene-3-carboxylate
  参考文献：
  名称：

  Dimerization of functional pyrroloindolizines for the synthesis of complex myrmicarin alkaloids

  摘要：

  The union of functionalized pyrroloindolizines for the synthesis of heterodimeric products relevant to myrmicarin alkaloids is described. Design and synthesis of tricyclic substrates and new methods for their union enable the investigation of late-stage cyclopentannulation strategies. The rapid assembly of dimeric structures using unique modes of pyrroloindolizine reactivity presents a concise approach to the dimeric myrmicarins and relevant derivatives. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.04.006

文献信息

• Dimerization of functional pyrroloindolizines for the synthesis of complex myrmicarin alkaloids
  作者：Alison E. Ondrus、H. Ümit Kaniskan、Mohammad Movassaghi

  DOI：10.1016/j.tet.2010.04.006

  日期：2010.6

  The union of functionalized pyrroloindolizines for the synthesis of heterodimeric products relevant to myrmicarin alkaloids is described. Design and synthesis of tricyclic substrates and new methods for their union enable the investigation of late-stage cyclopentannulation strategies. The rapid assembly of dimeric structures using unique modes of pyrroloindolizine reactivity presents a concise approach to the dimeric myrmicarins and relevant derivatives. (C) 2010 Elsevier Ltd. All rights reserved.