(1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-(4-nitro-phenyl)-ethylamine | 533914-89-5

• 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: (1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-(4-nitro-phenyl)-ethylamine
• 英文别名: (1R,2R)-1,3-bis[[tert-butyl(dimethyl)silyl]oxy]-1-(4-nitrophenyl)propan-2-amine
• CAS: 533914-89-5
• 化学式: C₂₁H₄₀N₂O₄Si₂
• 分子量: 440.731
• InChiKey: WIZCRJBGFGDAAN-RTBURBONSA-N

物化性质

• 沸点：
  462.4±45.0 °C(Predicted)
• 密度：
  1.006±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.01
• 重原子数：
  29
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  90.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  溴乙酰溴 、 (1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-(4-nitro-phenyl)-ethylamine 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以95%的产率得到2-Bromo-N-[(1R,2R)-2-(tert-butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-(4-nitro-phenyl)-ethyl]-acetamide
  参考文献：
  名称：

  An Approach To Enhance Specificity against RNA Targets Using Heteroconjugates of Aminoglycosides and Chloramphenicol (or Linezolid)

  摘要：

  We describe the design and synthesis of new heterodimeric conjugates, which are comprised of a neomycin B (Neo) stem-binding component and a chloramphenicol (Cam) or linezolid (Lnz) loop-binding component. Some of the heterodimeric conjugates display enhanced affinities to RNA targets and that binding occurs in both stem and loop regions of the RNA. In addition, the results of foot-printing and mutation studies suggest that the enhanced binding affinity of the conjugates is RNA sequence-specific.

  DOI：

  10.1021/ja038937y
• 作为产物：
  描述：

  (1R,2R)-2-氨基-1-(4-硝基苯基)丙烷-1,3-二醇 在 哌啶 、 2,6-二甲基吡啶 、 碳酸氢钠 作用下， 以 乙醚 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 29.0h， 生成 (1R,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-(4-nitro-phenyl)-ethylamine
  参考文献：
  名称：

  An Approach To Enhance Specificity against RNA Targets Using Heteroconjugates of Aminoglycosides and Chloramphenicol (or Linezolid)

  摘要：

  We describe the design and synthesis of new heterodimeric conjugates, which are comprised of a neomycin B (Neo) stem-binding component and a chloramphenicol (Cam) or linezolid (Lnz) loop-binding component. Some of the heterodimeric conjugates display enhanced affinities to RNA targets and that binding occurs in both stem and loop regions of the RNA. In addition, the results of foot-printing and mutation studies suggest that the enhanced binding affinity of the conjugates is RNA sequence-specific.

  DOI：

  10.1021/ja038937y

文献信息

• Design, synthesis and ribosome binding of chloramphenicol nucleotide and intercalator conjugates
  作者：Dorte Johansson、Carsten H. Jessen、Jacob Pøhlsgaard、Kenneth B. Jensen、Birte Vester、Erik B. Pedersen、Poul Nielsen

  DOI：10.1016/j.bmcl.2005.02.044

  日期：2005.4

  ribosome has been used for design of chloramphenicol derivatives. Conjugates of the chloramphenicol amine through appropriate linkers to either a pyrene moiety or to a mono- or dinucleotide moiety were designed to improve binding to ribosomes by providing specific interactions in the peptidyl transferase site or to the P-loop in the ribosome. Specific binding of the conjugates were investigated by footprinting

  基于细菌核糖体中结合的抗生素药物氯霉素的X射线结构的分子建模已用于氯霉素衍生物的设计。通过适当的接头与a部分或单核苷酸或二核苷酸部分的氯霉素胺的缀合物被设计为通过在肽基转移酶位点或与核糖体中的P-环提供特异性相互作用来改善与核糖体的结合。通过使用核糖体RNA中可及核苷酸的化学修饰进行足迹分析，研究了结合物的特异性结合。与天然氯霉素相比，pyr氯霉素结合物显示出与氯霉素结合位点的增强结合，而四个核苷酸结合物未显示出与氯霉素结合位点或与P-环结合。
• [EN] MACROCYCLIC COMPOUNDS AND METHODS OF MAKING AND USING THE SAME<br/>[FR] COMPOSES MACROCYCLIQUES ET LEURS PROCEDES DE FABRICATION ET D'UTILISATION
  申请人：RIB X PHARMACEUTICALS INC

  公开号：WO2005085266A3

  公开（公告）日：2006-01-05
• An Approach To Enhance Specificity against RNA Targets Using Heteroconjugates of Aminoglycosides and Chloramphenicol (or Linezolid)
  作者：Jongkook Lee、Miyun Kwon、Kyung Hyun Lee、Sunjoo Jeong、Soonsil Hyun、Kye Jung Shin、Jaehoon Yu

  DOI：10.1021/ja038937y

  日期：2004.2.1

  We describe the design and synthesis of new heterodimeric conjugates, which are comprised of a neomycin B (Neo) stem-binding component and a chloramphenicol (Cam) or linezolid (Lnz) loop-binding component. Some of the heterodimeric conjugates display enhanced affinities to RNA targets and that binding occurs in both stem and loop regions of the RNA. In addition, the results of foot-printing and mutation studies suggest that the enhanced binding affinity of the conjugates is RNA sequence-specific.