Ethyl 4-hydroxy-2-oxido-1-oxa-2-azoniaspiro[4.5]dec-2-ene-3-carboxylate | 136705-43-6

• 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: Ethyl 4-hydroxy-2-oxido-1-oxa-2-azoniaspiro[4.5]dec-2-ene-3-carboxylate
• CAS: 136705-43-6
• 化学式: C₁₁H₁₇NO₅
• 分子量: 243.26
• InChiKey: FFIFXZFWPXKMIF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  84.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Ethyl 4-hydroxy-2-oxido-1-oxa-2-azoniaspiro[4.5]dec-2-ene-3-carboxylate 在 咪唑 、 potassium fluoride 、 potassium hydrogencarbonate 、 间氯过氧苯甲酸 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 0.5h， 生成
  参考文献：
  名称：

  Linear Aminopolyhydroxylated Structures Through Rapid Domino Assembly of a Highly Functionalized Heterotricyclic System and Its Selective Cleavage

  摘要：

  DOI：

  10.1002/(sici)1521-3765(19981204)4:12<2501::aid-chem2501>3.0.co;2-i
• 作为产物：
  描述：

  硝基乙酸乙酯 、 1-bromocyclohexanecarbaldehyde 在 aluminum oxide 作用下， 反应 36.0h， 以44%的产率得到Ethyl 4-hydroxy-2-oxido-1-oxa-2-azoniaspiro[4.5]dec-2-ene-3-carboxylate
  参考文献：
  名称：

  Stereocontrolled synthesis of 3-(ethoxycarbonyl)-4-hydroxy-2-isoxazoline-2-oxides. A new approach to the synthesis of 4-hydroxylated 2-isoxazolines

  摘要：

  Treatment of 2-bromo aldehydes and ethyl nitroacetate with alumina without solvent, or in solution with a tertiary base, at room temperature gives the diastereoisomeric title compounds in fair yields by a tandem nitroaldol reaction-cyclization sequence opening a new route for the preparation of trans and cis 4-hydroxylated 2-isoxazolines in a predictable way.

  DOI：

  10.1021/jo00022a005

文献信息

• Silicon-Tethered 1,3-Dipolar Cycloaddition of 4-Hydroxy-2-isoxazoline 2-Oxides
  作者：Paolo Righi、Emanuela Marotta、Andrea Landuzzi、Goffredo Rosini

  DOI：10.1021/ja961816w

  日期：1996.1.1
• Stereocontrolled synthesis of 3-(ethoxycarbonyl)-4-hydroxy-2-isoxazoline-2-oxides. A new approach to the synthesis of 4-hydroxylated 2-isoxazolines
  作者：Goffredo Rosini、Emanuela Marotta、Paolo Righi、Jean Paul Seerden

  DOI：10.1021/jo00022a005

  日期：1991.10

  Treatment of 2-bromo aldehydes and ethyl nitroacetate with alumina without solvent, or in solution with a tertiary base, at room temperature gives the diastereoisomeric title compounds in fair yields by a tandem nitroaldol reaction-cyclization sequence opening a new route for the preparation of trans and cis 4-hydroxylated 2-isoxazolines in a predictable way.
• Linear Aminopolyhydroxylated Structures Through Rapid Domino Assembly of a Highly Functionalized Heterotricyclic System and Its Selective Cleavage
  作者：Paolo Righi、Emanuela Marotta、Goffredo Rosini

  DOI：10.1002/(sici)1521-3765(19981204)4:12<2501::aid-chem2501>3.0.co;2-i

  日期：1998.12.4