(S,S,S,S)-α,α'-diazido-β,β'-bis(4-benzyl-2-oxo-3-oxazolidinyl)-β,β'-dioxo-1,3-diethylbenzene | 178869-29-9

• 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,S,S,S)-α,α'-diazido-β,β'-bis(4-benzyl-2-oxo-3-oxazolidinyl)-β,β'-dioxo-1,3-diethylbenzene
• CAS: 178869-29-9
• 化学式: C₃₀H₂₆N₈O₆
• 分子量: 594.586
• InChiKey: ODYUREBUXWTOKS-CQJMVLFOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.57
• 重原子数：
  44.0
• 可旋转键数：
  10.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  190.74
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (S,S,S,S)-α,α'-diazido-β,β'-bis(4-benzyl-2-oxo-3-oxazolidinyl)-β,β'-dioxo-1,3-diethylbenzene 在 palladium on activated charcoal 盐酸 、 lithium hydroxide 、 氢气 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 25.0 ℃ 、103.42 kPa 条件下， 反应 5.5h， 生成 (S)-Amino-[3-((S)-amino-carboxy-methyl)-phenyl]-acetic acid; hydrochloride
  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 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， 生成 (S,S,S,S)-α,α'-diazido-β,β'-bis(4-benzyl-2-oxo-3-oxazolidinyl)-β,β'-dioxo-1,3-diethylbenzene
  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