cis-1,2-bishydroxylaminocyclohexane | 180614-05-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: cis-1,2-bishydroxylaminocyclohexane
• 英文别名: cis-1,2-bis(hydroxyamino)cyclohexane；1,2-Bis(hydroxyamino)cyclohexane；N-[(1R,2S)-2-(hydroxyamino)cyclohexyl]hydroxylamine
• CAS: 180614-05-5
• 化学式: C₆H₁₄N₂O₂
• 分子量: 146.189
• InChiKey: CALCNVTWOXTNMF-OLQVQODUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  64.5
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  cis-1,2-bishydroxylaminocyclohexane 以 甲醇 、 乙醚 、 乙醇 为溶剂， 反应 3.0h， 生成 (4aR,8aS)-1-Hydroxy-4-methoxy-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
• 作为产物：
  描述：

  3-hydroxy-1-oxido-2,3a,4,5,6,7-hexahydrobenzimidazol-1-ium 在 sodium tetrahydroborate 、 盐酸羟胺 作用下， 以 甲醇 、 水 为溶剂， 反应 76.0h， 生成 cis-1,2-bishydroxylaminocyclohexane
  参考文献：
  名称：

  Synthesis of aliphatic 1,2-bishydroxylamines from 1,3- dihydroxyimidazolidines.

  摘要：

  Reduction of 1-hydroxy-3-imidazoline-3-oxides with NaBH4 gives 1,3-dihydroxyimidazolidines. The latter on subsequent treatment with NH2OH.HCl in EtOH or in hydrochloric acid afford 1,2-bishydroxylamines. An X-ray study of 1,2-bishydroxylaminocycloalkanes has shown them to be cis-configurated.

  DOI：

  10.1007/bf00698944

文献信息

• Synthesis of aliphatic 1,2-bishydroxylamines from 1,3- dihydroxyimidazolidines.
  作者：D. G. Mazhukin、A. Ya. Tikhonov、L. B. Volodarskii、E. P. Konovalova、L. A. Tikhonova、I. Yu. Bagryanskaya、Yu. V. Gatilov

  DOI：10.1007/bf00698944

  日期：1993.5

  Reduction of 1-hydroxy-3-imidazoline-3-oxides with NaBH4 gives 1,3-dihydroxyimidazolidines. The latter on subsequent treatment with NH2OH.HCl in EtOH or in hydrochloric acid afford 1,2-bishydroxylamines. An X-ray study of 1,2-bishydroxylaminocycloalkanes has shown them to be cis-configurated.
• 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.