4-(tert-butoxycarbonyl)-morpholine-3,5-dione | 943818-71-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 4-(tert-butoxycarbonyl)-morpholine-3,5-dione
• 英文别名: N-Boc morpholine-3,5-dione；Tert-butyl 3,5-dioxomorpholine-4-carboxylate
• CAS: 943818-71-1
• 化学式: C₉H₁₃NO₅
• 分子量: 215.206
• InChiKey: HSDBJPKMFBNYEX-UHFFFAOYSA-N

物化性质

• 熔点：
  117 °C
• 沸点：
  304.2±52.0 °C(Predicted)
• 密度：
  1.275±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  72.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(tert-butoxycarbonyl)-morpholine-3,5-dione 在 四(三苯基膦)钯 六甲基磷酰三胺 、 双(三甲基硅烷基)氨基钾 、 lithium chloride 作用下， 以 四氢呋喃 为溶剂， 反应 2.33h， 生成 4-(tert-butoxycarbonyl)-3,5-diethenyl-4H-[1,4]oxazine
  参考文献：
  名称：

  Easy Access to New Heterocyclic Systems:  1,4-Oxazine and Substituted 1,4-Oxazines

  摘要：

  In the course of our investigations on the synthesis of new nitrogen heterocyclic derivatives, we were interested in the synthesis and study of new 1,4-oxazine rings. To this aim, the desired bisvinylphosphate was prepared from N-Boc morpholine-3,5-dione and was then engaged in palladium-catalyzed reactions (reduction, Suzuki, and Stille cross-coupling reactions). The 1,4-oxazine and its corresponding 3,5-disubstituted derivatives were obtained in fair to good yields and were then functionalized under anionic conditions.

  DOI：

  10.1021/jo070528n
• 作为产物：
  描述：

  吗啉-3,5-二酮 、 二碳酸二叔丁酯 在 4-二甲氨基吡啶 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以82%的产率得到4-(tert-butoxycarbonyl)-morpholine-3,5-dione
  参考文献：
  名称：

  Easy Access to New Heterocyclic Systems:  1,4-Oxazine and Substituted 1,4-Oxazines

  摘要：

  In the course of our investigations on the synthesis of new nitrogen heterocyclic derivatives, we were interested in the synthesis and study of new 1,4-oxazine rings. To this aim, the desired bisvinylphosphate was prepared from N-Boc morpholine-3,5-dione and was then engaged in palladium-catalyzed reactions (reduction, Suzuki, and Stille cross-coupling reactions). The 1,4-oxazine and its corresponding 3,5-disubstituted derivatives were obtained in fair to good yields and were then functionalized under anionic conditions.

  DOI：

  10.1021/jo070528n

文献信息

• An Efficient Approach to Original Substituted 2-Arylidene-2<i>H</i>-[1,4]-oxazin-3(4<i>H</i>)-ones via a Tandem Intramolecular P(O→C) Migration/Horner-­Wadsworth-Emmons Olefination Sequence
  作者：Isabelle Gillaizeau、Gérard Coudert、Elise Claveau

  DOI：10.1055/s-0028-1087665

  日期：——

  A useful tool for the synthesis of 2-arylidene-2H-[1,4]-oxazin-3(4H)-one derivatives is described. Starting from bisvinylphosphate intermediate, the key step is an intramolecular P(O→C) migration combined with a Horner-Wadsworth-Emmons olefination as a one-pot procedure.

  描述了一种合成2-芳基亚基-2H-[1,4]-噁唑啉-3(4H)-酮衍生物的实用工具。以双乙烯基磷酸酯中间体为起始物，关键步骤是一个分子内P(O→C)迁移，结合Horner-Wadsworth-Emmons烯化，作为一步法程序。