(4aS,8aR)-1,4-Dihydroxy-octahydro-quinoxaline-2,3-dione | 180614-20-4

• 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: (4aS,8aR)-1,4-Dihydroxy-octahydro-quinoxaline-2,3-dione
• 英文别名: (4aR,8aS)-1,4-dihydroxy-4a,5,6,7,8,8a-hexahydroquinoxaline-2,3-dione
• CAS: 180614-20-4
• 化学式: C₈H₁₂N₂O₄
• 分子量: 200.194
• InChiKey: QBIMPGNQKASPJE-OLQVQODUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  81.1
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (4aS,8aR)-1,4-Dihydroxy-octahydro-quinoxaline-2,3-dione 、 碘甲烷 在 potassium carbonate 作用下， 以 甲醇 、 水 为溶剂， 反应 72.0h， 以94%的产率得到cis-1,4-Dimethoxydecahydro-2,3-quinoxalinedione
  参考文献：
  名称：

  Synthesis of 1,2-bis(methoxyamino)cycloalkanes from alicyclic 1,2-bis(hydroxyamines)

  摘要：

  Derivatives of 1,4-dihydroxypiperazine-2,3-dione were obtained by reaction of cis-1,2-bis(hydroxyamino)cycloalkanes with diethyl oxalate. Their alkylation with CH2N2 or Mel afforded 1,4-dimethoxypiperazine-2,3-diones. Hydrolysis of the latter gave 1,2-bis(methoxyamino)cycloalkanes.

  DOI：

  10.1007/bf01431317
• 作为产物：
  描述：

  草酸二乙酯 、 cis-1,2-bishydroxylaminocyclohexane 以 乙醇 为溶剂， 反应 2.5h， 以87%的产率得到(4aS,8aR)-1,4-Dihydroxy-octahydro-quinoxaline-2,3-dione
  参考文献：
  名称：

  Synthesis of 1,2-bis(methoxyamino)cycloalkanes from alicyclic 1,2-bis(hydroxyamines)

  摘要：

  Derivatives of 1,4-dihydroxypiperazine-2,3-dione were obtained by reaction of cis-1,2-bis(hydroxyamino)cycloalkanes with diethyl oxalate. Their alkylation with CH2N2 or Mel afforded 1,4-dimethoxypiperazine-2,3-diones. Hydrolysis of the latter gave 1,2-bis(methoxyamino)cycloalkanes.

  DOI：

  10.1007/bf01431317

文献信息

• Synthesis of 1,2-bis(methoxyamino)cycloalkanes from alicyclic 1,2-bis(hydroxyamines)
  作者：D. G. Mazhukin、V. K. Khlestkin、A. Ya. Tikhonov、L. B. Volodarsky

  DOI：10.1007/bf01431317

  日期：1996.4

  Derivatives of 1,4-dihydroxypiperazine-2,3-dione were obtained by reaction of cis-1,2-bis(hydroxyamino)cycloalkanes with diethyl oxalate. Their alkylation with CH2N2 or Mel afforded 1,4-dimethoxypiperazine-2,3-diones. Hydrolysis of the latter gave 1,2-bis(methoxyamino)cycloalkanes.