(R)-2-(1-((4-bromophenyl)sulfonyl)-5-((tert-butoxycarbonyl)amino)-1,2,5,6-tetrahydropyridin-3-yl)allyl benzoate | 917365-65-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (R)-2-(1-((4-bromophenyl)sulfonyl)-5-((tert-butoxycarbonyl)amino)-1,2,5,6-tetrahydropyridin-3-yl)allyl benzoate
• CAS: 917365-65-2
• 化学式: C₂₆H₂₉BrN₂O₆S
• 分子量: 577.496
• InChiKey: QENJAQGXRCRZRZ-JOCHJYFZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.69
• 重原子数：
  36.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  102.01
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (R)-2-(1-((4-bromophenyl)sulfonyl)-5-((tert-butoxycarbonyl)amino)-1,2,5,6-tetrahydropyridin-3-yl)allyl benzoate 、 4-甲基-1,2,4-三吖啉-3,5-二酮 以 二氯甲烷 为溶剂， 生成 [(1R,13S)-11-(4-bromophenyl)sulfonyl-4-methyl-13-[(2-methylpropan-2-yl)oxycarbonylamino]-3,5-dioxo-2,4,6,11-tetrazatricyclo[7.4.0.02,6]tridec-8-en-8-yl]methyl benzoate 、 [(1S,13S)-11-(4-bromophenyl)sulfonyl-4-methyl-13-[(2-methylpropan-2-yl)oxycarbonylamino]-3,5-dioxo-2,4,6,11-tetrazatricyclo[7.4.0.02,6]tridec-8-en-8-yl]methyl benzoate
  参考文献：
  名称：

  An Oligomer-Based Approach to Skeletal Diversity in Small-Molecule Synthesis

  摘要：

  Access to small molecules of widely varying molecular shapes has been identified as an enabling step in the discovery of biologically active materials. In this communication we introduce an approach to the systematic development of architecturally distinct chemical compounds based upon the assembly of reactive monomers into linear oligomers, each of which encodes a unique molecular framework under a common set of reaction conditions. Certain products of the initial chemical transformation (Ru-catalyzed metathesis reaction) encode additional skeletons upon treatment with a second common set of reagents (Diels-Alder dienophiles). Application of this oligomerization approach has led to the discovery of a previously unreported tandem ene-yne-yne metathesis-6pi-electrocyclization-1,5-hydride migration that converts a linear substrate into a complex tricyclic 1,3-diene in a single step. Thus, the reported strategy might serve not only as a generator of skeletally diverse small molecules but also as a discovery platform for the identification of novel chemical transformations.

  DOI：

  10.1021/ja065724a
• 作为产物：
  描述：

  4-(tert-butoxycarbonylamino)but-2-ynyl benzoate 在 [RuCl₂(=CHPh)(PCy)3)2] 三乙胺 、 三苯基膦 、 三氟乙酸 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 、 苯 为溶剂， 反应 1.66h， 生成 (R)-2-(1-((4-bromophenyl)sulfonyl)-5-((tert-butoxycarbonyl)amino)-1,2,5,6-tetrahydropyridin-3-yl)allyl benzoate
  参考文献：
  名称：

  An Oligomer-Based Approach to Skeletal Diversity in Small-Molecule Synthesis

  摘要：

  Access to small molecules of widely varying molecular shapes has been identified as an enabling step in the discovery of biologically active materials. In this communication we introduce an approach to the systematic development of architecturally distinct chemical compounds based upon the assembly of reactive monomers into linear oligomers, each of which encodes a unique molecular framework under a common set of reaction conditions. Certain products of the initial chemical transformation (Ru-catalyzed metathesis reaction) encode additional skeletons upon treatment with a second common set of reagents (Diels-Alder dienophiles). Application of this oligomerization approach has led to the discovery of a previously unreported tandem ene-yne-yne metathesis-6pi-electrocyclization-1,5-hydride migration that converts a linear substrate into a complex tricyclic 1,3-diene in a single step. Thus, the reported strategy might serve not only as a generator of skeletally diverse small molecules but also as a discovery platform for the identification of novel chemical transformations.

  DOI：

  10.1021/ja065724a