2,3-bis[(1S)-1,2-dihydroxyethyl]quinoxaline | 502699-35-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 2,3-bis[(1S)-1,2-dihydroxyethyl]quinoxaline
• 英文别名: (1S)-1-[3-[(1S)-1,2-dihydroxyethyl]quinoxalin-2-yl]ethane-1,2-diol
• CAS: 502699-35-6
• 化学式: C₁₂H₁₄N₂O₄
• 分子量: 250.254
• InChiKey: CVAPDFNYFLHDMG-NXEZZACHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.8
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  107
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,3-bis[(1S)-1,2-dihydroxyethyl]quinoxaline 在 sodium azide 、 二甲基二氯化锡 、 potassium carbonate 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 37.0h， 生成 2,3-bis[(2S)-N-(tert-butyloxycarbonyl)aziridin-2-yl]quinoxaline
  参考文献：
  名称：

  Synthesis and nucleophilic opening of a new C2 symmetric bis-aziridine. First synthesis of aziridines using polymer-supported triphenylphosphine

  摘要：

  The synthesis of (2S,2'S)-2,3-bis(aziridin-2-yl)quinoxaline 4 from D-mannitol is reported. Reductive aminocyclization of diazidodiols has been achieved by polymer-supported PPh3 in a suitable manner. The N-Boc and N-Tos aziridines 4b and 4c have been reacted with different nucleophiles either in protic or aprotic media. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)01159-6
• 作为产物：
  描述：

  2,3-bis[(4S)-2,2-dimethyldioxolan-4-yl]quinoxaline 在 溶剂黄146 作用下， 以 水 为溶剂， 反应 3.0h， 以5.46 g的产率得到2,3-bis[(1S)-1,2-dihydroxyethyl]quinoxaline
  参考文献：
  名称：

  Synthesis and nucleophilic opening of a new C2 symmetric bis-aziridine. First synthesis of aziridines using polymer-supported triphenylphosphine

  摘要：

  The synthesis of (2S,2'S)-2,3-bis(aziridin-2-yl)quinoxaline 4 from D-mannitol is reported. Reductive aminocyclization of diazidodiols has been achieved by polymer-supported PPh3 in a suitable manner. The N-Boc and N-Tos aziridines 4b and 4c have been reacted with different nucleophiles either in protic or aprotic media. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)01159-6

文献信息

• Synthesis and nucleophilic opening of a new C2 symmetric bis-aziridine. First synthesis of aziridines using polymer-supported triphenylphosphine
  作者：Isabelle McCort、Stéphanie Ballereau、Annie Duréault、Jean-Claude Depezay

  DOI：10.1016/s0040-4020(02)01159-6

  日期：2002.10

  The synthesis of (2S,2'S)-2,3-bis(aziridin-2-yl)quinoxaline 4 from D-mannitol is reported. Reductive aminocyclization of diazidodiols has been achieved by polymer-supported PPh3 in a suitable manner. The N-Boc and N-Tos aziridines 4b and 4c have been reacted with different nucleophiles either in protic or aprotic media. (C) 2002 Elsevier Science Ltd. All rights reserved.