methyl (2S)-2-[[3-[[(2S)-1-methoxy-1-oxopropan-2-yl]carbamoylamino]phenyl]carbamoylamino]propanoate | 1400923-44-5

• 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)-2-[[3-[[(2S)-1-methoxy-1-oxopropan-2-yl]carbamoylamino]phenyl]carbamoylamino]propanoate
• CAS: 1400923-44-5
• 化学式: C₁₆H₂₂N₄O₆
• 分子量: 366.374
• InChiKey: BPWPXSGBSCINOZ-UWVGGRQHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  135
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl (2S)-2-[[3-[[(2S)-1-methoxy-1-oxopropan-2-yl]carbamoylamino]phenyl]carbamoylamino]propanoate 在 四丁基氟化铵 作用下， 以 乙腈 为溶剂， 反应 4.0h， 以98%的产率得到(5S)-5-methyl-3-[3-[(4S)-4-methyl-2,5-dioxoimidazolidin-1-yl]phenyl]imidazolidine-2,4-dione
  参考文献：
  名称：

  1,3-Phenyl linked urea-based receptors for anions and the facile cyclization to imidazolidinedione

  摘要：

  Amino acid-based molecules containing a bis-urea moiety have been synthesized and demonstrated for their anion binding affinities. Compound 1c binds phosphate and sulfate with binding constants of 3.6 x 10(3) M-1 and 4.3 x 10(3) M-1, respectively. These molecules undergo proton transfer upon treatment with fluoride, resulting in the formation of imidazolidinediones. The crystal structure of one such diimidazolidinedione displays self-assembly through nonconventional hydrogen bonding interactions. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.08.001
• 作为产物：
  描述：

  3-酞酰亚胺基丙酸甲酯 、 间苯二异氰酸酯 以 二氯甲烷 为溶剂， 反应 10.0h， 以70%的产率得到methyl (2S)-2-[[3-[[(2S)-1-methoxy-1-oxopropan-2-yl]carbamoylamino]phenyl]carbamoylamino]propanoate
  参考文献：
  名称：

  1,3-Phenyl linked urea-based receptors for anions and the facile cyclization to imidazolidinedione

  摘要：

  Amino acid-based molecules containing a bis-urea moiety have been synthesized and demonstrated for their anion binding affinities. Compound 1c binds phosphate and sulfate with binding constants of 3.6 x 10(3) M-1 and 4.3 x 10(3) M-1, respectively. These molecules undergo proton transfer upon treatment with fluoride, resulting in the formation of imidazolidinediones. The crystal structure of one such diimidazolidinedione displays self-assembly through nonconventional hydrogen bonding interactions. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.08.001