4-(3H-[1,2,3]triazolo[4,5-b]pyridin-3-yl) 1,2-di-tert-butyl (2S,4S)-4-(isobutylamino)pyrrolidine-1,2,4-tricarboxylate | 1272413-88-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 4-(3H-[1,2,3]triazolo[4,5-b]pyridin-3-yl) 1,2-di-tert-butyl (2S,4S)-4-(isobutylamino)pyrrolidine-1,2,4-tricarboxylate
• CAS: 1272413-88-3
• 化学式: C₂₄H₃₆N₆O₆
• 分子量: 504.586
• InChiKey: BTLQFKUZQLYWQL-XDHUDOTRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.12
• 重原子数：
  36.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  137.77
• 氢给体数：
  1.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  4-(3H-[1,2,3]triazolo[4,5-b]pyridin-3-yl) 1,2-di-tert-butyl (2S,4S)-4-(isobutylamino)pyrrolidine-1,2,4-tricarboxylate 在 三异丙基硅烷 、 N,N-二异丙基乙胺 、 N,N'-二异丙基碳二亚胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 生成
  参考文献：
  名称：

  Synthesis of Spiroligomer-Containing Macrocycles

  摘要：

  We demonstrate the synthesis and characterization of the solution conformations of a collection of functionalized spiroligomer-based macrocycles. These macrocycles contain 14 independently controllable stereocenters and four independently controllable functional groups on a highly preorganized scaffold. These molecules are being developed to display complex, preorganized surfaces for binding proteins and to create enzyme-like active sites. In this work, we demonstrate the convergent synthetic approach to this new class of macrocycles and demonstrate that the conformational properties of these molecules can be changed by altering the configuration stereocenters within the backbone.

  DOI：

  10.1021/acs.joc.5b01109
• 作为产物：
  描述：

  (3S,5S)-3-amino-1,5-bis(tert-butoxycarbonyl)pyrrolidine-3-carboxylic acid 在 sodium cyanoborohydride 、 N,N'-二异丙基碳二亚胺 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 22.5h， 生成 4-(3H-[1,2,3]triazolo[4,5-b]pyridin-3-yl) 1,2-di-tert-butyl (2S,4S)-4-(isobutylamino)pyrrolidine-1,2,4-tricarboxylate
  参考文献：
  名称：

  Synthesis of Spiroligomer-Containing Macrocycles

  摘要：

  We demonstrate the synthesis and characterization of the solution conformations of a collection of functionalized spiroligomer-based macrocycles. These macrocycles contain 14 independently controllable stereocenters and four independently controllable functional groups on a highly preorganized scaffold. These molecules are being developed to display complex, preorganized surfaces for binding proteins and to create enzyme-like active sites. In this work, we demonstrate the convergent synthetic approach to this new class of macrocycles and demonstrate that the conformational properties of these molecules can be changed by altering the configuration stereocenters within the backbone.

  DOI：

  10.1021/acs.joc.5b01109