(S)-2-phenylglycyl-(R)-2-phenylglycine | 482653-53-2

• 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: (S)-2-phenylglycyl-(R)-2-phenylglycine
• 英文别名: (S)-phenylglycyl-(R)-phenylglycine；(2R)-2-[[(2S)-2-amino-2-phenylacetyl]amino]-2-phenylacetic acid
• CAS: 482653-53-2
• 化学式: C₁₆H₁₆N₂O₃
• 分子量: 284.315
• InChiKey: UYKXJEVQVZFVPB-UONOGXRCSA-N

物化性质

• 熔点：
  177 °C
• 沸点：
  556.7±50.0 °C(Predicted)
• 密度：
  1.282±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  92.4
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N,N-二甲基甲酰胺 、 (S)-2-phenylglycyl-(R)-2-phenylglycine 以 甲醇 为溶剂， 反应 72.0h， 生成
  参考文献：
  名称：

  Sheet Structure of an l,d-Dipeptide Aggregate:  Inclusion Compounds of (S)-Phenylglycyl-(R)-phenylglycine with Amides

  摘要：

  A simple dipeptide, (S)-phenylglycyl-(R)-phenylglycine (S,R-1), formed inclusion compounds with a small amide such as formamide, acetamide, N,N-dimethylformamide (DMF), or N,N-dimethylacetamide. By single-crystal X-ray analysis, the inclusion compounds were shown to have a wavy layer structure. The molecules of S,R-1 are arranged in parallel via ionic pairing of the carboxyl and amino groups to construct the wavy layers. The guest molecules were accommodated in a, channel cavity between the layers by means of hydrogen bonding with +NH3 Of S,R-1. The cavity, is surrounded by the phenyl groups of S,R-1 that conformationally rotate so as to make the cavity size fit the guest amide.

  DOI：

  10.1021/jo0204451
• 作为产物：
  描述：

  Cbz-L-苯甘氨酸 在 钯 氢气 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 生成 (S)-2-phenylglycyl-(R)-2-phenylglycine
  参考文献：
  名称：

  Sheet Structure of an l,d-Dipeptide Aggregate:  Inclusion Compounds of (S)-Phenylglycyl-(R)-phenylglycine with Amides

  摘要：

  A simple dipeptide, (S)-phenylglycyl-(R)-phenylglycine (S,R-1), formed inclusion compounds with a small amide such as formamide, acetamide, N,N-dimethylformamide (DMF), or N,N-dimethylacetamide. By single-crystal X-ray analysis, the inclusion compounds were shown to have a wavy layer structure. The molecules of S,R-1 are arranged in parallel via ionic pairing of the carboxyl and amino groups to construct the wavy layers. The guest molecules were accommodated in a, channel cavity between the layers by means of hydrogen bonding with +NH3 Of S,R-1. The cavity, is surrounded by the phenyl groups of S,R-1 that conformationally rotate so as to make the cavity size fit the guest amide.

  DOI：

  10.1021/jo0204451

文献信息

• Sheet Structure of an <scp>l</scp>,<scp>d</scp>-Dipeptide Aggregate:  Inclusion Compounds of (<i>S</i>)-Phenylglycyl-(<i>R</i>)-phenylglycine with Amides
  作者：Motohiro Akazome、Kyoko Senda、Katsuyuki Ogura

  DOI：10.1021/jo0204451

  日期：2002.12.1

  A simple dipeptide, (S)-phenylglycyl-(R)-phenylglycine (S,R-1), formed inclusion compounds with a small amide such as formamide, acetamide, N,N-dimethylformamide (DMF), or N,N-dimethylacetamide. By single-crystal X-ray analysis, the inclusion compounds were shown to have a wavy layer structure. The molecules of S,R-1 are arranged in parallel via ionic pairing of the carboxyl and amino groups to construct the wavy layers. The guest molecules were accommodated in a, channel cavity between the layers by means of hydrogen bonding with +NH3 Of S,R-1. The cavity, is surrounded by the phenyl groups of S,R-1 that conformationally rotate so as to make the cavity size fit the guest amide.
• Inclusion compounds of l,d-dipeptide with small sulfoxides: flexible sheet structure of (S)-phenylglycyl-(R)-phenylglycine
  作者：Motohiro Akazome、Atsushi Hirabayashi、Kyoko Senda、Katsuyuki Ogura

  DOI：10.1016/j.tet.2007.07.061

  日期：2007.10

  A heterochiral L,D-dipeptide, (S)-phenylglycyl-(R)-phenylglycine (SR-1), formed inclusion compounds with some small dialkyl sulfoxides. By their single-crystal X-ray analyses, we observed monolayer structures, where SR-1 molecules are arranged in parallel to construct a wavy sheet. The sulfoxides were accommodated in a channel cavity between the monolayers of SR-1 by hydrogen bonding with +NH3 of SR-1. Notably, the sheet of SR-1 is so flexible to change its wavy degree in response to the volume of the included sulfoxides. Furthermore, we could analyze the structure of crystalline SR-1 without any sulfoxide, which has a bilayer structure. (c) 2007 Published by Elsevier Ltd.