N-((tert-butyloxy)carbonyl)-N'-(2-(phenyl)ethyl)iminodiacetic acid monoamide | 194996-00-4

• 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: N-((tert-butyloxy)carbonyl)-N'-(2-(phenyl)ethyl)iminodiacetic acid monoamide
• 英文别名: 2-[(2-Methylpropan-2-yl)oxycarbonyl-[2-oxo-2-(2-phenylethylamino)ethyl]amino]acetic acid
• CAS: 194996-00-4
• 化学式: C₁₇H₂₄N₂O₅
• 分子量: 336.388
• InChiKey: IGPGFBMQEWENJO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  95.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-((tert-butyloxy)carbonyl)-N'-(2-(phenyl)ethyl)iminodiacetic acid monoamide 在 盐酸 、 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 、 bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 生成 dimethyl (2S,24S)-2,24-bis(((benzyloxy)carbonyl)amino)-13-(tert-butoxycarbonyl)-8,11,15,18-tetraoxo-10,16-bis(2-oxo-2-(phenethylamino)ethyl)-7,10,13,16,19-pentaazapentacosanedioate
  参考文献：
  名称：

  Higher order iminodiacetic acid libraries for probing protein-protein interactions

  摘要：

  Higher order iminodiacetic acid diamide trimer (560 compounds) and tetramer libraries (1260 compounds) are described and were assembled in a convergent multistep solution-phase synthesis for use in studying protein-protein interactions. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00423-5
• 作为产物：
  描述：

  N-BOC-亚氨基二乙酸 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 13.0h， 生成 N-((tert-butyloxy)carbonyl)-N'-(2-(phenyl)ethyl)iminodiacetic acid monoamide
  参考文献：
  名称：

  Generation of targeted C2-symmetrical compound libraries by solution-phase combinatorial chemistry

  摘要：

  An approach to the preparation of C-2-symmetrical chemical libraries for use in protein and receptor homodimerization studies by solution-phase methods which permits the multi-milligram synthesis of each member is described. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00330-2

文献信息

• Higher order iminodiacetic acid libraries for probing protein–protein interactions
  作者：Dale L. Boger、Joel Goldberg、Weiqin Jiang、Wenying Chai、Pierre Ducray、Jae Kyoo Lee、Rachel S. Ozer、Carl-Magnus Andersson

  DOI：10.1016/s0968-0896(98)00128-x

  日期：1998.8

  Full details of the preparation of iminodiacetic acid diamide dimer (2040 compounds), trimer (560 compounds), and tetramer (1596 compounds) libraries by multistep convergent solution-phase synthesis for studying protein-protein interactions are provided. The libraries were assembled in a format providing small 8-10 compound mixtures and the deconvolution of many of the small mixtures to identify screening leads by resynthesis of the individual components have been conducted for 320 of the individual compounds to date. A representative example of the subsequent exploration of the structure-activity relationships for an identified receptor binding antagonist (200 additional individual compounds) and steps taken for potential elaboration to a receptor dimerization agonist are defined with preparation of representative linked dimers (70 compounds). (C) 1998 Elsevier Science Ltd. All rights reserved.
• Generation of targeted C2-symmetrical compound libraries by solution-phase combinatorial chemistry
  作者：Dale L. Boger、Rachel S. Ozer、Carl-Magnus Andersson

  DOI：10.1016/s0960-894x(97)00330-2

  日期：1997.7

  An approach to the preparation of C-2-symmetrical chemical libraries for use in protein and receptor homodimerization studies by solution-phase methods which permits the multi-milligram synthesis of each member is described. (C) 1997 Elsevier Science Ltd.
• Convergent Solution-Phase Combinatorial Synthesis with Multiplication of Diversity through Rigid Biaryl and Diarylacetylene Couplings
  作者：Dale L. Boger、Weiqin Jiang、Joel Goldberg

  DOI：10.1021/jo990639p

  日期：1999.9.1

  The solution-phase synthesis of iminodiacetic acid diamide libraries Linked to aryl iodides and their Pd-catalyzed dimerization are detailed. Mixtures containing 64 980 components are synthesized in only 4 steps from N-BOC-iminodiacetic acid anhydride (1) and 21 readily available starting materials, demonstrating the multiplication of diversity achievable by the convergent assembly of building blocks. Both biaryl formation and sequential Stille couplings with bis(tributylstannyl)acetylene are utilized to dimerize the functionalized iminodiacetic acid diamide precursors resulting in product libraries with two sets of binding groups separated by variable length rigid linkers suitable for probing protein-protein interactions. Deconvolution libraries synthesized alongside the full mixtures allow for identification of active components.
• Higher order iminodiacetic acid libraries for probing protein-protein interactions
  作者：Dale L. Boger、Pierre Ducray、Wenying Chai、Weiqin Jiang、Joel Goldberg

  DOI：10.1016/s0960-894x(98)00423-5

  日期：1998.9

  Higher order iminodiacetic acid diamide trimer (560 compounds) and tetramer libraries (1260 compounds) are described and were assembled in a convergent multistep solution-phase synthesis for use in studying protein-protein interactions. (C) 1998 Elsevier Science Ltd. All rights reserved.