methyl (2S)-3-(4-methoxyphosphonoylphenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate | 158686-45-4

• 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: methyl (2S)-3-(4-methoxyphosphonoylphenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
• CAS: 158686-45-4
• 化学式: C₁₆H₂₄NO₆P
• 分子量: 357.343
• InChiKey: OFTJIZREYFVZGJ-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.04
• 重原子数：
  24.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  90.93
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  methyl (2S)-3-(4-methoxyphosphonoylphenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate 在 四(三苯基膦)钯 methyloxirane 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 5.0h， 生成
  参考文献：
  名称：

  Efficient Synthesis of a Phosphinate Bis-Amino Acid and Its Use in the Construction of Amphiphilic Peptides

  摘要：

  A new amphiphilic bis-amino acid has been designed and its convergent, asymmetric synthesis achieved in differentially protected form. A convenient preparation of iodophenylalanine, a generally useful starting material, is disclosed. Sequential palladium-catalyzed couplings of aryl iodides to phosphinate lead directly to the target protected bis-amino acid. Controlled peptide coupling of the new bis-amino acid is also demonstrated.

  DOI：

  10.1021/jo00094a036
• 作为产物：
  描述：

  4-iodo-L-phenylalanine methyl ester hydrochloride 在 bis-triphenylphosphine-palladium(II) chloride N-甲基吗啉 、 methyloxirane 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 9.0h， 生成 methyl (2S)-3-(4-methoxyphosphonoylphenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
  参考文献：
  名称：

  Efficient Synthesis of a Phosphinate Bis-Amino Acid and Its Use in the Construction of Amphiphilic Peptides

  摘要：

  A new amphiphilic bis-amino acid has been designed and its convergent, asymmetric synthesis achieved in differentially protected form. A convenient preparation of iodophenylalanine, a generally useful starting material, is disclosed. Sequential palladium-catalyzed couplings of aryl iodides to phosphinate lead directly to the target protected bis-amino acid. Controlled peptide coupling of the new bis-amino acid is also demonstrated.

  DOI：

  10.1021/jo00094a036