(+)-N-chloro-2,2-bismethoxycarbonylaziridine | 104309-84-4

• 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: (+)-N-chloro-2,2-bismethoxycarbonylaziridine
• 英文别名: dimethyl N-chloroaziridine-2,2-dicarboxylate；dimethyl 1-chloroaziridine-2,2-dicarboxylate
• CAS: 104309-84-4；130901-06-3；130901-08-5；130953-63-8
• 化学式: C₆H₈ClNO₄
• 分子量: 193.587
• InChiKey: JJYVBFMKKZZYTJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  55.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (+)-N-chloro-2,2-bismethoxycarbonylaziridine 生成 (+)-(S)-1-chloro-2,2-bismethoxycarbonylaziridine
  参考文献：
  名称：

  Optically active cis- and trans-1-chloro-2-methoxycarbonyl-2-methylcarbamoylaziridines. Stereochemical properties

  摘要：

  The synthesis of optically active cis- and trans-1-chloro-2-methoxycarbonyl-2-methylcarbamoyl-aziridines 2) is described and their relative stability determined by thermal equilibration. The crystal structure of (+/-)-cis-2 was determined by X-ray diffraction analysis and compared with that of (-)-trans-2. The chiroptical properties and configurational correlations with the parent compound (+)-1 - chloro-2,2-bismethoxycarbonylaziridine (1) are reported.

  DOI：

  10.1039/p29920000959
• 作为产物：
  描述：

  dimethyl 1-(ethoxycarbonylmethoxy)aziridine-2,2-dicarboxylate 在 次氯酸叔丁酯 、 sodium methylate 作用下， 以 乙醚 为溶剂， 反应 0.16h， 生成 (+)-N-chloro-2,2-bismethoxycarbonylaziridine
  参考文献：
  名称：

  Prosyanik, A. V.; Moskalenko, A. S., Journal of Organic Chemistry USSR (English Translation), 1985, vol. 21, # 11, p. 2256 - 2257

  摘要：

  DOI：

文献信息

• Structural characterization of (±)-N-chloro-2,2-bis(methoxycarbonyl)aziridine by X-ray crystallography and 2D NMR spectroscopy
  作者：L. Antolini、A. Forni、I. Moretti、L. Schenetti、F. Prati

  DOI：10.1039/p29920001541

  日期：——

  The X-ray crystal structure analysis for racemic N-chloro-2,2-bis(methoxycarbonyl)aziridine is reported. The complete assignments of the 1H, 13C and 17O chemical shifts are performed using 2D NMR techniques (C–H COSY, COLOC) to establish unequivocally the relative configuration of the aziridine.

  报道了外消旋N-氯-2，2-双（甲氧基羰基）氮丙啶的X射线晶体结构分析。1 H，13 C和17 O化学位移的完整分配是使用2D NMR技术（CHH COSY，COLOC）明确确定氮丙啶的相对构型的。
• PROSYANIK, A. V.;MOSKALENKO, A. S., ZH. ORGAN. XIMII, 1985, 21, N 11, 2466-2467
  作者：PROSYANIK, A. V.、MOSKALENKO, A. S.

  DOI：——

  日期：——
• Prosyanik, A. V.; Moskalenko, A. S., Journal of Organic Chemistry USSR (English Translation), 1985, vol. 21, # 11, p. 2256 - 2257
  作者：Prosyanik, A. V.、Moskalenko, A. S.

  DOI：——

  日期：——
• Optically active cis- and trans-1-chloro-2-methoxycarbonyl-2-methylcarbamoylaziridines. Stereochemical properties
  作者：Luciano Antolini、Maria Bucciarelli、Arrigo Forni、Irene Moretti、Fabio Prati、Giovanni Torre

  DOI：10.1039/p29920000959

  日期：——

  The synthesis of optically active cis- and trans-1-chloro-2-methoxycarbonyl-2-methylcarbamoyl-aziridines 2) is described and their relative stability determined by thermal equilibration. The crystal structure of (+/-)-cis-2 was determined by X-ray diffraction analysis and compared with that of (-)-trans-2. The chiroptical properties and configurational correlations with the parent compound (+)-1 - chloro-2,2-bismethoxycarbonylaziridine (1) are reported.