3-nitro-4-((tritylthio)methyl)benzoic acid | 666848-43-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 3-nitro-4-((tritylthio)methyl)benzoic acid
• 英文别名: 3-nitro-4-(tritylsulfanylmethyl)benzoic acid
• CAS: 666848-43-7
• 化学式: C₂₇H₂₁NO₄S
• 分子量: 455.534
• InChiKey: GWHPBMVOEDLVMF-UHFFFAOYSA-N

物化性质

• 沸点：
  606.6±55.0 °C(Predicted)
• 密度：
  1.307±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  108
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-nitro-4-((tritylthio)methyl)benzoic acid 在 tin(II) chloride dihdyrate 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 5.0h， 生成 tert-butyl 4-(3-amino-4-((tritylthio)methyl)benzamido)butoxycarbamate
  参考文献：
  名称：

  通过快速且无催化剂的肟/内含肽介导的双重连接，形成多种有机肽大环。

  摘要：

  大环有机肽杂合体（MOrPH）可以通过三官能氧氨基/氨基硫醇合成前体与掺入生物正交酮基的内含蛋白融合蛋白之间的化学选择性和无催化剂反应，由遗传编码的多肽制备。

  DOI：

  10.1039/c1cc13533c
• 作为产物：
  描述：

  4-溴甲基-3-硝基苯甲酸 、 三苯甲硫醇 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 36.0h， 以70%的产率得到3-nitro-4-((tritylthio)methyl)benzoic acid
  参考文献：
  名称：

  通过快速且无催化剂的肟/内含肽介导的双重连接，形成多种有机肽大环。

  摘要：

  大环有机肽杂合体（MOrPH）可以通过三官能氧氨基/氨基硫醇合成前体与掺入生物正交酮基的内含蛋白融合蛋白之间的化学选择性和无催化剂反应，由遗传编码的多肽制备。

  DOI：

  10.1039/c1cc13533c

文献信息

• MACROCYCLIC COMPOUNDS WITH A HYBRID PEPTIDIC/NON-PEPTIDIC BACKBONE AND METHODS FOR THEIR PREPARATION
  申请人：Fasan Rudi

  公开号：US20130330773A1

  公开（公告）日：2013-12-12

  Methods and compositions are provided that utilize synthetic molecules and genetically encoded polypeptides to generate macrocyclic peptide-containing molecules with a hybrid peptidic/non-peptidic backbone. Also provided are nucleic acid molecules, polypeptides, and methods for generating libraries of macrocyclic peptide-containing molecules with a hybrid peptidic/non-peptidic backbone. These methods can be used to increase the structural diversity of ligand libraries as well as facilitate the functional screening of these libraries to identify compound(s) with desired activity properties.

  本文提供了一种利用合成分子和基因编码多肽的方法和组合物，以生成具有混合肽/非肽骨架的大环肽含有分子。还提供了核酸分子、多肽和生成具有混合肽/非肽骨架的大环肽含有分子库的方法。这些方法可用于增加配体库的结构多样性，以及促进这些库的功能筛选，以识别具有所需活性特性的化合物。
• Macrocyclic compounds with a hybrid peptidic/non-peptidic backbone and methods for their preparation
  申请人：Fasan Rudi

  公开号：US08986953B2

  公开（公告）日：2015-03-24

  Methods and compositions are provided that utilize synthetic molecules and genetically encoded polypeptides to generate macrocyclic peptide-containing molecules with a hybrid peptidic/non-peptidic backbone. Also provided are nucleic acid molecules, polypeptides, and methods for generating libraries of macrocyclic peptide-containing molecules with a hybrid peptidic/non-peptidic backbone. These methods can be used to increase the structural diversity of ligand libraries as well as facilitate the functional screening of these libraries to identify compound(s) with desired activity properties.

  本发明提供了利用合成分子和遗传编码多肽生成含有混合肽/非肽骨架的大环肽分子的方法和组合物。还提供了核酸分子、多肽和生成含有混合肽/非肽骨架的大环肽分子库的方法。这些方法可用于增加配体库的结构多样性，以及促进这些库的功能筛选，以识别具有所需活性性质的化合物。
• Syntheses and Activities of New C¹⁰ β-Turn Peptidomimetics
  作者：Hong Boon Lee、Maria Clara Zaccaro、Mookda Pattarawarapan、Sudipta Roy、H. Uri Saragovi、Kevin Burgess

  DOI：10.1021/jo034167x

  日期：2004.2.1

  A program to identify small molecules that mimic or disrupt protein-protein interactions led us to design the peptidomimetics 1-3. Solid-phase syntheses of 1-3 were developed. The purities of the crude materials isolated from the resin tend to be highest for the S- and N-compounds 2 and 3 and better than in the corresponding syntheses of peptidomimetics A. The particular dipeptide units incorporated were chosen to correspond with the turn regions of the neurotrophins (e.g., nerve growth factor NGF} and the neurotrophin factor-3 NT-3}). Preliminary studies were performed to access the binding of these analogues to Trk receptors and their ability to induce cell survival (just as NGF and NT-3 do). Several active compounds were identified. However, poor water solubilities of some of the other compounds preclude reliable testing. Consequently, solid-phase modifications to the synthetic procedures were investigated to provide access to the derivatives 12-14 in which the aromatic nitro group is replaced by amine, guanidine, or sulfonamide functionalities. The latter are more acceptable pharmacophores than nitro groups and also tend to increase the water solubilities of the peptidomimetics.
• US8986953B2
  申请人：——

  公开号：US8986953B2

  公开（公告）日：2015-03-24
• [EN] MACROCYCLIC COMPOUNDS WITH A HYBRID PEPTIDIC/NON-PEPTIDIC BACKBONE AND METHODS FOR THEIR PREPARATION<br/>[FR] COMPOSÉS MACROCYCLIQUES AYANT UN SQUELETTE HYBRIDE PEPTIDIQUE/NON-PEPTIDIQUE ET PROCÉDÉS POUR LEUR PRÉPARATION
  申请人：UNIV ROCHESTER

  公开号：WO2012100176A2

  公开（公告）日：2012-07-26

  Methods and compositions are provided that utilize synthetic molecules and genetically encoded polypeptides to generate macrocyclic peptide-containing molecules with a hybrid peptidic/non-peptidic backbone. Also provided are nucleic acid molecules, polypeptides, and methods for generating libraries of macrocyclic peptide-containing molecules with a hybrid peptidic/non-peptidic backbone. These methods can be used to increase the structural diversity of ligand libraries as well as facilitate the functional screening of these libraries to identify compound(s) with desired activity properties.