(S)-threonyl-(S)-phenylglycine | 844641-16-3

• 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)-threonyl-(S)-phenylglycine
• 英文别名: Thr-Phg；(2S)-2-[[(2S,3R)-2-amino-3-hydroxybutanoyl]amino]-2-phenylacetic acid
• CAS: 844641-16-3
• 化学式: C₁₂H₁₆N₂O₄
• 分子量: 252.27
• InChiKey: RIRAJBQRAAEIDJ-JEZHCXPESA-N

物化性质

• 熔点：
  145.8-146.2 °C
• 沸点：
  569.6±50.0 °C(Predicted)
• 密度：
  1.317±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.6
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  113
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  异丁醇 、 (S)-threonyl-(S)-phenylglycine 反应 0.5h， 生成
  参考文献：
  名称：

  Inclusion of aliphatic alcohols in pockets of (S)-threonyl-(S)-phenylglycine using grinding method

  摘要：

  Inclusion compounds of a dipeptide, (S)-threonyl-(S)-phenylglycine (Thr-Phg), with several aliphatic alcohols were easily prepared by grinding them in a mortar. Thr-Phg molecules arranged in antiparallel to construct a sheet, and guest alcohols were accommodated in a chiral pocket between the sheets. 3-Butyn-2-ol and 2-butanol were included with moderate enantioselectivity, 57% ee (R) and 49% ee (R), respectively. The role of the hydroxy group of Thr-Phg is not only to construct the unique pocket but also to capture guest alcohols by hydrogen bonding. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.02.076
• 作为产物：
  描述：

  在 氢气 、 钯 作用下， 生成 (S)-threonyl-(S)-phenylglycine
  参考文献：
  名称：

  Inclusion of aliphatic alcohols in pockets of (S)-threonyl-(S)-phenylglycine using grinding method

  摘要：

  Inclusion compounds of a dipeptide, (S)-threonyl-(S)-phenylglycine (Thr-Phg), with several aliphatic alcohols were easily prepared by grinding them in a mortar. Thr-Phg molecules arranged in antiparallel to construct a sheet, and guest alcohols were accommodated in a chiral pocket between the sheets. 3-Butyn-2-ol and 2-butanol were included with moderate enantioselectivity, 57% ee (R) and 49% ee (R), respectively. The role of the hydroxy group of Thr-Phg is not only to construct the unique pocket but also to capture guest alcohols by hydrogen bonding. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.02.076