N-trityl-β-alanine | 58995-30-5

• 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: N-trityl-β-alanine
• 英文别名: Tr-β-Ala；3-(tritylamino)propionic acid；N-Trityl-β-alanin；3-(tritylamino)propanoic Acid
• CAS: 58995-30-5
• 化学式: C₂₂H₂₁NO₂
• 分子量: 331.414
• InChiKey: DRBJRRIAZMJBOC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2922499990

反应信息

• 作为反应物：
  描述：

  N-trityl-β-alanine 在 N,N'-二环己基碳二亚胺 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 23.0h， 生成 3'-N-(N-trityl-β-alanyl)daunorubicin
  参考文献：
  名称：

  Martelli, S., Farmaco, Edizione Scientifica, 1986, vol. 41, # 11, p. 881 - 891

  摘要：

  DOI：
• 作为产物：
  描述：

  FMOC-beta-丙氨酸 、 三苯基氯甲烷 、 alkaline earth salt of/the/ methylsulfuric acid 在 N,N-二异丙基乙胺 、 哌啶 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.33h， 以93.5%的产率得到N-trityl-β-alanine
  参考文献：
  名称：

  纳米级可生物降解的有机-无机杂种，可有效穿透细胞并传递药物。

  摘要：

  我们报告了对新型，高效，可生物降解的杂交分子转运蛋白的全面研究。为此，我们设计了一系列可穿透细胞的立方八聚倍半硅氧烷（COSS），并通过共聚焦显微镜和流式细胞术研究了细胞摄取情况。胍基团的空间排列紧密的COSS在纳摩尔浓度的HeLa细胞中显示出快速的吸收动力学和细胞渗透性。在细菌，酵母和古细菌中也观察到有效吸收。基于COSS的载体比穿透细胞的肽（CPPs）更有力，并且毒性低。它有效地将共价结合的细胞毒性药物阿霉素递送至活体肿瘤细胞。由于在血清中仍保留对荧光标记载体的吸收，

  DOI：

  10.1002/anie.201606065

文献信息

• Efficient Syntheses of Polyamines Bearing 1<i>H</i>-Tetrazol-5-yl Units on Their Amino Functions
  作者：Constantinos Athanassopoulos、Thomas Garnelis、George Magoulas、Dionissios Papaioannou

  DOI：10.1055/s-2006-942502

  日期：——

  Linear N-benzyl-N′-trityl-α,ω-diamines and N α, N ω-ditritylpolyamines were efficiently converted into the corresponding N-(1-benzyltetrazol-5-yl)-substituted derivatives upon treatment with benzyl isothiocyanate followed by reaction of the thus-obtained thioureas with azidotrimethylsilane under Mitsunobu reaction conditions.

  用异硫氰酸苄酯处理线性 N-苄基-N′-三苯甲基-δ,Ï-二胺和 Nδ,NÏ-二苯甲基多胺后，在三忍反应条件下，将得到的硫脲类化合物与叠氮三甲基硅烷反应，可有效地转化为相应的 N-（1-苄基四唑-5-基）取代衍生物。
• Simple total syntheses of N-substituted polyamine derivatives using N-tritylamino acids
  作者：Petros Mamos、Georgios Karigiannis、Costas Athanassopoulos、Sofia Bichta、Dimitrios Kalpaxis、Dionissios Papaioannou、Giovanni Sindona

  DOI：10.1016/0040-4039(95)01010-f

  日期：1995.7

  A general methodology for the total synthesis of N-alkyl- and acylpolyamine derivatives is described which is based on the coupling of suitable N-tritylamino acids with amines followed by lithium aluminium hydride reduction of the thus obtained amides.

  描述了总合成N-烷基-和酰基多胺衍生物的通用方法，该方法基于合适的N-三苯甲基氨基酸与胺的偶联，然后氢化铝锂还原由此获得的酰胺。
• Cephem Compounds and Use as Antimicrobial Agents
  申请人：Yamanaka Toshio

  公开号：US20090012054A1

  公开（公告）日：2009-01-08

  The present invention provides a compound of the formula [I]: wherein R1 is lower alkyl, etc. and R2 is hydrogen, etc., or R1 and R2 are bonded together to form lower alkylene; R3 is a group represented by wherein R6 and R7 are independently optionally protected amino, etc.; m and n are independently an integer of 0 to 6; R8 and R9 are independently optionally protected amino, etc., and q and r are independently an integer of 0 to 6, or R8 and R9, together with the adjacent alkylene(s) and the nitrogen atom, form saturated nitrogen-containing heterocycle optionally having substituent(s); R4 is lower alkyl, etc.; and R5 is amino, etc., or a pharmaceutically acceptable salt thereof.

  本发明提供了一种化合物，其化学式为[I]：其中R1是低碳基等，R2是氢等，或者R1和R2结合形成低碳基烯；R3是一个由表示的基团，其中R6和R7分别是可选的保护氨基等；m和n分别是0到6的整数；R8和R9分别是可选的保护氨基等，q和r分别是0到6的整数，或者R8和R9与相邻的烷基和氮原子结合形成饱和的含氮杂环，该杂环可以有取代基；R4是低碳基等；R5是氨基等，或其药学上可接受的盐。
• Synthesis and antimicrobial activity of chloramphenicol–polyamine conjugates
  作者：George E. Magoulas、Ourania N. Kostopoulou、Thomas Garnelis、Constantinos M. Athanassopoulos、Georgia G. Kournoutou、Michael Leotsinidis、George P. Dinos、Dionissios Papaioannou、Dimitrios L. Kalpaxis

  DOI：10.1016/j.bmc.2015.04.069

  日期：2015.7

  A series of chloramphenicol (CAM) amides with polyamines (PAs), suitable for structure-activity relationship studies, were synthesized either by direct attachment of the PA chain on the 2-aminopropane- 1,3-diol backbone of CAM, previously oxidized selectively at its primary hydroxyl group, or from chloramphenicol base (CLB) through acylation with succinic or phthalic anhydride and finally coupling with a PA. Conjugates 4 and 5, in which the CLB moiety was attached on N4 and N1 positions, respectively, of the N-8,N-8-dibenzylated spermidine through the succinate linker, were the most potent antibacterial agents. Both conjugates were internalized into Escherichia coli cells by using the spermidine-preferential uptake system and caused decrease in protein and polyamine content of the cells. Noteworthy, conjugate 4 displayed comparable activity to CAM in MRSA or wild-type strains of Staphylococcus aureus and Escherichia coli, but superior activity in E. coli strains possessing ribosomal mutations or expressing the CAM acetyltransferase (cat) gene. Lead compounds, and in particular conjugate 4, have been therefore discovered during the course of the present work with clinical potential. (C) 2015 Elsevier Ltd. All rights reserved.
• New Ion‐Exchange cum Separation Technique: A Study for the Synthesis of ω‐Guanidine containing Peptides using ω‐Amino Acid as Surrogate
  作者：Dr. Ashok K. Gangopadhyay、Bansi Lal

  DOI：10.1080/00908320701230117

  日期：2007.4.1