methyl (2S)-3-phenyl-2-[(2-sulfanylacetyl)amino]propanoate | 524070-21-1

• 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 (2S)-3-phenyl-2-[(2-sulfanylacetyl)amino]propanoate
• CAS: 524070-21-1
• 化学式: C₁₂H₁₅NO₃S
• 分子量: 253.322
• InChiKey: JQVOVJJBIIMTIK-JTQLQIEISA-N

物化性质

• 沸点：
  433.9±40.0 °C(Predicted)
• 密度：
  1.194±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  56.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl (2S)-3-phenyl-2-[(2-sulfanylacetyl)amino]propanoate 在 caesium carbonate 、 硫脲 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 生成 (S)-2-[2-({3-[(2-Mercapto-acetyl)-(3-{2-[((S)-1-methoxycarbonyl-2-phenyl-ethylcarbamoyl)-methylsulfanyl]-acetylamino}-propyl)-amino]-propylcarbamoyl}-methylsulfanyl)-acetylamino]-3-phenyl-propionic acid methyl ester
  参考文献：
  名称：

  Synthesis of peptide dendrimers based on a β-cyclodextrin core with guest binding ability

  摘要：

  The synthesis of three first-order dendrimers based on a beta-cyclodextrin core containing fourteen Val, Phe and Val-Phe residues is described. The guest binding ability of the tetradecavalent peptidyl beta-cyclodextrin derivative has been tested by calorimetric titration and the thermodynamic parameters for the complex formation with adamantanecarboxylic acid were obtained. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01432-1
• 作为产物：
  描述：

  methyl (2-chloroacetyl)-L-phenylalaninate 在 硫脲 、 sodium sulfite 作用下， 以 丙酮 、 水 为溶剂， 以59%的产率得到methyl (2S)-3-phenyl-2-[(2-sulfanylacetyl)amino]propanoate
  参考文献：
  名称：

  Synthesis of peptide dendrimers based on a β-cyclodextrin core with guest binding ability

  摘要：

  The synthesis of three first-order dendrimers based on a beta-cyclodextrin core containing fourteen Val, Phe and Val-Phe residues is described. The guest binding ability of the tetradecavalent peptidyl beta-cyclodextrin derivative has been tested by calorimetric titration and the thermodynamic parameters for the complex formation with adamantanecarboxylic acid were obtained. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01432-1

文献信息

• Reductive C–C Coupling by Desulfurizing Gold-Catalyzed Photoreactions
  作者：Lumin Zhang、Xiaojia Si、Yangyang Yang、Sina Witzel、Kohei Sekine、Matthias Rudolph、Frank Rominger、A. Stephen K. Hashmi

  DOI：10.1021/acscatal.9b01368

  日期：2019.7.5

  which cannot be efficiently accessed by previously reported methods. This mild and highly efficient C–C bond formation strategy uses mercaptans both as electron-deficient alkyl radical precursor as well as the hydrogen source. Two examples of amino acids have also been modified by using this strategy. Moreover, this methodology could be applied in polymer synthesis. Gram-scale synthesis and mechanistic

  [Au 2（μ-dppm）2 ] Cl 2介导的光催化反应通常是由紫外线A（UVA）引发的。在本文中，发现了一种未报告的系统，该系统使用蓝色发光二极管（LED）作为激发光源。吸收波长的红移源自[Au 2（μ-dppm）2 ] Cl 2和配体（Ph 3P或硫醇）。根据这一发现，提出了由蓝色LED介导的亲电子自由基和苯乙烯的金催化还原性脱硫C-C偶联，该偶联不能通过以前报道的方法有效地获得。这种温和而高效的C–C键形成策略将硫醇用作缺电子的烷基自由基前体以及氢源。氨基酸的两个实例也已通过使用该策略进行了修饰。而且，该方法可以应用于聚合物合成中。还介绍了这种转换的克级合成和机理见解。
• Kraus, George A.; Bae, Jaehoon; Choudhury, Prabir K., Synthesis, 2003, # 1, p. 19 - 20
  作者：Kraus, George A.、Bae, Jaehoon、Choudhury, Prabir K.

  DOI：——

  日期：——
• Synthesis of peptide dendrimers based on a β-cyclodextrin core with guest binding ability
  作者：Abdullah M.A. Muhanna、Emilia Ortiz-Salmerón、Luis Garcı́a-Fuentes、Juan J. Giménez-Martı́nez、Antonio Vargas-Berenguel

  DOI：10.1016/s0040-4039(03)01432-1

  日期：2003.8

  The synthesis of three first-order dendrimers based on a beta-cyclodextrin core containing fourteen Val, Phe and Val-Phe residues is described. The guest binding ability of the tetradecavalent peptidyl beta-cyclodextrin derivative has been tested by calorimetric titration and the thermodynamic parameters for the complex formation with adamantanecarboxylic acid were obtained. (C) 2003 Elsevier Ltd. All rights reserved.