(S)-Azido-[3-((S)-azido-carboxy-methyl)-phenyl]-acetic acid | 178869-26-6

• 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)-Azido-[3-((S)-azido-carboxy-methyl)-phenyl]-acetic acid
• CAS: 178869-26-6
• 化学式: C₁₀H₈N₆O₄
• 分子量: 276.211
• InChiKey: OWTLQELBZWCCGN-YUMQZZPRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.56
• 重原子数：
  20.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  172.12
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (S)-Azido-[3-((S)-azido-carboxy-methyl)-phenyl]-acetic acid 在 palladium on activated charcoal 盐酸 、 三甲基氯硅烷 、 氢气 、 六甲基二硅氮烷 作用下， 以 乙醇 为溶剂， 100.0 ℃ 、103.42 kPa 条件下， 反应 8.0h， 生成 (S)-{3-[(S)-Carboxy-(9H-fluoren-9-ylmethoxycarbonylamino)-methyl]-phenyl}-[(9H-fluoren-9-ylmethoxycarbonylamino)]-acetic acid
  参考文献：
  名称：

  Asymmetric synthesis of phenylbis(glycines)

  摘要：

  (S,S)-alpha,alpha'-Diamino-1,4- and 1,3-benzenediacetic acids and N-Boc- and N-Fmoc-derivatives have been prepared by stereoselective syntheses. The chiral auxiliary (S)-4-benzyl-2-oxazolidinone formed bisimides with benzenediacetyl dichlorides The imides were lithiated at both a-sites to the carbonyl groups and azidated stereoselectively alpha to both carbonyl groups by trisyl azide to provide (S,S)-alpha,alpha'-diazidobenzenediacetic acid derivatives which were reduced to amines by Sn(II) chloride or by hydrogenolysis over Pd. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0040-4020(96)00344-4
• 作为产物：
  描述：

  *,R^*)>-3,3'-<1,3-Phenylenebis(1-oxo-2,1-ethanediyl)>bis<4-(phenylmethyl)-2-oxazolidinone> 在 lithium hydroxide 、 2,4,6-三异丙基苯磺酰叠氮化物 、 双(三甲基硅烷基)氨基钾 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 2.17h， 生成 (S)-Azido-[3-((S)-azido-carboxy-methyl)-phenyl]-acetic acid
  参考文献：
  名称：

  Asymmetric synthesis of phenylbis(glycines)

  摘要：

  (S,S)-alpha,alpha'-Diamino-1,4- and 1,3-benzenediacetic acids and N-Boc- and N-Fmoc-derivatives have been prepared by stereoselective syntheses. The chiral auxiliary (S)-4-benzyl-2-oxazolidinone formed bisimides with benzenediacetyl dichlorides The imides were lithiated at both a-sites to the carbonyl groups and azidated stereoselectively alpha to both carbonyl groups by trisyl azide to provide (S,S)-alpha,alpha'-diazidobenzenediacetic acid derivatives which were reduced to amines by Sn(II) chloride or by hydrogenolysis over Pd. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0040-4020(96)00344-4