(2S,4S,5R)-1-azabicyclo[2.2.2]octane-2,5-dicarboxylic acid dimethyl ester | 252847-73-7

• 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: (2S,4S,5R)-1-azabicyclo[2.2.2]octane-2,5-dicarboxylic acid dimethyl ester
• 英文别名: dimethyl (2S,4S,5R)-1-azabicyclo[2.2.2]octane-2,5-dicarboxylate
• CAS: 252847-73-7
• 化学式: C₁₁H₁₇NO₄
• 分子量: 227.26
• InChiKey: YOUGJFWIUVNZQW-CIUDSAMLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2S,4S,5R)-1-azabicyclo[2.2.2]octane-2,5-dicarboxylic acid dimethyl ester 、 二甲羟胺盐酸盐 在 二甲基氯化铝 作用下， 以 二氯甲烷 为溶剂， 以72%的产率得到(2S,4S,5R)-1-azabicyclo[2.2.2]octane-2,5-dicarboxylic acid bis(N-methoxy-N-methylamide)
  参考文献：
  名称：

  Novel Bridged Bicyclic α-Amino Acid Esters and Key Derivatives from Quincorine and Quincoridine

  摘要：

  Oxidation of Quincorine (QCl) and Quincoridine (QCD) has been investigated, giving bicyclic a-amino acids and dicarboxylic acid derivatives, which are epimerically and also enantiomerically pure. Acidic Cr(VI)-mediated oxidation (Jones oxidation) has been optimized with respect to reaction conduct and work up (addition of ethylenediamine).

  DOI：

  10.1021/ol990981o
• 作为产物：
  描述：

  甲醇 、 在 盐酸 作用下， 反应 5.0h， 生成 (2S,4S,5R)-1-azabicyclo[2.2.2]octane-2,5-dicarboxylic acid dimethyl ester
  参考文献：
  名称：

  Novel Bridged Bicyclic α-Amino Acid Esters and Key Derivatives from Quincorine and Quincoridine

  摘要：

  Oxidation of Quincorine (QCl) and Quincoridine (QCD) has been investigated, giving bicyclic a-amino acids and dicarboxylic acid derivatives, which are epimerically and also enantiomerically pure. Acidic Cr(VI)-mediated oxidation (Jones oxidation) has been optimized with respect to reaction conduct and work up (addition of ethylenediamine).

  DOI：

  10.1021/ol990981o