methyl (R)-phenylalaninate hydrogen perchlorate | 75444-50-7

• 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: methyl (R)-phenylalaninate hydrogen perchlorate
• 英文别名: phenylalanine methyl ester hydrogen perchlorate；[(2R)-1-methoxy-1-oxo-3-phenylpropan-2-yl]azanium;perchlorate
• CAS: 75444-50-7
• 化学式: C₁₀H₁₃NO₂*ClHO₄
• 分子量: 279.677
• InChiKey: NWRVYUMJDXFQOQ-SBSPUUFOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.74
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  128
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (4S,14S)-(-)-4,14-diphenyl-3,6,9,12,15-pentaoxa-21-azabicyclo<15.3.1>heneicosa-1(21),17,19-triene-2,16-dione 、 methyl (R)-phenylalaninate hydrogen perchlorate 生成 (4S,14S)-4,14-diphenyl-3,6,9,12,15-pentaoxa-21-azabicyclo[15.3.1]henicosa-1(21),17,19-triene-2,16-dione;methyl (2R)-2-amino-3-phenylpropanoate;perchloric acid
  参考文献：
  名称：

  BRADSHAW, J. S.;THOMSPON, P. K.;IZATT, R. M.;MORIN, F. G.;GRANT, D. M., J. HETEROCYCL. CHEM., 1984, 21, N 3, 897-901

  摘要：

  DOI：

文献信息

• Quantification of a CH-π Interaction Responsible for Chiral Discrimination and Evaluation of Its Contribution to Enantioselectivity
  作者：Romen Carrillo、Matías López-Rodríguez、Victor S. Martín、Tomás Martín

  DOI：10.1002/anie.200903281

  日期：2009.10.5

  things come in small interactions: The high chiral discrimination displayed by a new receptor with ammonium salts of aromatic α‐amino acid methyl esters is mainly the result of one of the weakest noncovalent interactions, the CH–π interaction (see picture). The interaction has been identified and quantified, and its contribution to the chiral recognition process has been evaluated.

  好的事情是发生小的相互作用：新的受体与芳香族α-氨基酸甲酯的铵盐表现出的高度手性区别主要是最弱的非共价相互作用之一，即CH-π相互作用的结果（见图）。相互作用已被识别和量化，并已评估其对手性识别过程的贡献。
• Pyridino-18-crown-6 ether type chemosensors containing a benzothiazole fluorophore unit: Synthesis and enantiomeric recognition studies
  作者：Dávid Pál、Ildikó Móczár、Balázs Szemenyei、Dániel Marczona、Ivett Kocsis、Gergely Prikler、Panna Vezse、Péter Baranyai、Péter Huszthy

  DOI：10.1016/j.tet.2019.04.024

  日期：2019.5

  new fluorescent enantiopure pyridino-18-crown-6 ethers containing a benzothiazole unit were prepared, and the enantiomeric discrimination of these sensor molecules toward the hydrogen perchlorate salts of 1-phenylethylamine, 1-(1-naphthyl)ethylamine, phenylglycine methyl ester and phenylalanine methyl ester was studied in acetonitrile by fluorescence spectroscopy. The ligands revealed appreciable or

  制备了三种新的含苯并噻唑单元的荧光对映体纯吡啶基-18-冠-6醚，并将这些传感器分子对1-苯基乙胺，1-（1-萘基）乙胺，苯基甘氨酸甲酯和通过荧光光谱法研究了乙腈中的苯丙氨酸甲酯。所述配体对1-苯基乙胺，1-（1-萘基）乙胺和苯基甘氨酸甲酯的高氯酸氢盐的对映异构体显示出适度或适度的选择性。
• When crown ethers finally click: novel, click-assembled, fluorescent enantiopure pyridino-crown ether-based chemosensors <b>–</b> and an <i>N</i>-2-aryl-1,2,3-triazole containing one
  作者：Balázs Szemenyei、Mira Malmosi、Dávid Pál、Péter Baranyai、László Drahos、Ildikó Móczár、Péter Huszthy

  DOI：10.1039/d1nj04173h

  日期：——

  novel, click-assembled fluorescent pyridino-18-crown-6 ethers have been synthesized for enantiomeric sensing. We also prepared new azide- and ethynyl-substituted pyridino-18-crown-6 ethers as their precursors, which open the way for further interesting applications using click chemistry. An optically active pyridino-18-crown-6 ether containing an N-2-aryl-1,2,3-triazole type fluorophore unit was also

  已经合成了三种新颖的、点击组装的荧光 pyridino-18-crown-6 醚用于对映体传感。我们还制备了新的叠氮化物和乙炔基取代的 pyridino-18-crown-6 醚作为它们的前体，这为使用点击化学进一步有趣的应用开辟了道路。还通过后三唑芳基化合成了含有N -2-芳基-1,2,3-三唑型荧光团单元的旋光性吡啶基-18-冠-6 醚。研究了这四种荧光传感器分子的光学特性以及它们对 1-苯乙胺、1-（1-萘基）乙胺、苯甘氨酸甲酯和苯丙氨酸甲酯在乙腈中的高氯酸氢盐的对映体识别能力。
• Synthesis and Enantiomeric Recognition Studies of Optically Active Pyridino-Crown Ethers Containing an Anthracene Fluorophore Unit
  作者：Balázs Szemenyei、Ildikó Móczár、Dávid Pál、Ivett Kocsis、Péter Baranyai、Péter Huszthy

  DOI：10.1002/chir.22614

  日期：2016.7

  Novel enantiopure pyridino‐18‐crown‐6 ether‐based sensor molecules containing an anthracene fluorophore unit were synthesized. Their enantiomeric recognition abilities toward the enantiomers of 1‐phenylethylamine hydrogen perchlorate (PhEt), 1‐(1‐naphthyl)ethylamine hydrogen perchlorate (NapEt), phenylglycine methyl ester hydrogen perchlorate (PhgOMe), and phenylalanine methyl ester hydrogen perchlorate

  合成了含有蒽荧光团的新型对映体纯的吡啶基-18-冠-6醚基传感器分子。它们对1-苯乙胺高氯酸氢盐（PhEt），1-（1-萘基）乙胺高氯酸氢盐（NapEt），苯甘氨酸甲酯高氯酸氢盐（PhgOMe）和苯丙氨酸甲酯高氯酸氢盐（PheOMe）的对映体识别能力为。使用荧光光谱法在乙腈中检测。传感器分子对NapEt，PhEt和PhgOMe的对映异构体显示出可观的对映异构体识别。发现在大环上含有异丁基的冠醚和NapEt的对映异构体中，对映选择性最高。手性28：562–568，2016。©2016 Wiley Periodicals，Inc.
• Chiral recognition by the S,S and R,R enantiomers of dimethyldioxopyridino-18-crown-6 as measured by temperature-dependent proton NMR spectroscopy in CD2Cl2, titration calorimetry in methanol at 25.degree., and selective crystallization
  作者：Jerald S. Bradshaw、Brian A. Jones、Richard B. Davidson、James J. Christensen、John D. Lamb、Reed M. Izatt、Frederick G. Morin、David M. Grant

  DOI：10.1021/jo00138a043

  日期：1982.8