benzyl (4S)-4-[3-(4-nitroanilino)-3-oxopropyl]-5-oxo-1,3-oxazolidine-3-carboxylate | 848215-13-4

• 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: benzyl (4S)-4-[3-(4-nitroanilino)-3-oxopropyl]-5-oxo-1,3-oxazolidine-3-carboxylate
• CAS: 848215-13-4
• 化学式: C₂₀H₁₉N₃O₇
• 分子量: 413.387
• InChiKey: QIMAHYMAVGPFQZ-KRWDZBQOSA-N

物化性质

• 沸点：
  715.2±60.0 °C(Predicted)
• 密度：
  1.413±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  131
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  benzyl (4S)-4-[3-(4-nitroanilino)-3-oxopropyl]-5-oxo-1,3-oxazolidine-3-carboxylate 在 lithium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 0.5h， 生成 (2S)-5-(4-nitroanilino)-5-oxo-2-(phenylmethoxycarbonylamino)pentanoic acid
  参考文献：
  名称：

  Nγ-Aryl glutamine analogues as probes of the ASCT2 neutral amino acid transporter binding site

  摘要：

  Analogues of L-glutamine were designed and synthesized to test a hydrogen-bond hypothesis between ligand and neutral amino acid transporter ASCT2. The key design feature contains a substituted phenyl ring on the amide nitrogen that contains electron withdrawing and electron donating groups that alter the pK(a) of the amide NH. Through this study a preliminary binding site map has been developed, and a potent commercially available competitive inhibitor of the ASCT2 transporter has been identified. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.11.028
• 作为产物：
  描述：

  N-苄氧羰基-L-谷氨酸 在 吡啶 、 氯化亚砜 、 2-甲基苯磺酸 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 3.75h， 生成 benzyl (4S)-4-[3-(4-nitroanilino)-3-oxopropyl]-5-oxo-1,3-oxazolidine-3-carboxylate
  参考文献：
  名称：

  Nγ-Aryl glutamine analogues as probes of the ASCT2 neutral amino acid transporter binding site

  摘要：

  Analogues of L-glutamine were designed and synthesized to test a hydrogen-bond hypothesis between ligand and neutral amino acid transporter ASCT2. The key design feature contains a substituted phenyl ring on the amide nitrogen that contains electron withdrawing and electron donating groups that alter the pK(a) of the amide NH. Through this study a preliminary binding site map has been developed, and a potent commercially available competitive inhibitor of the ASCT2 transporter has been identified. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.11.028