6-[1-Bromo-1-phenyl-meth-(Z)-ylidene]-2,2-dimethyl-1-oxa-5-aza-spiro[2.4]heptane-4,7-dione | 299956-95-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮
• 英文名称: 6-[1-Bromo-1-phenyl-meth-(Z)-ylidene]-2,2-dimethyl-1-oxa-5-aza-spiro[2.4]heptane-4,7-dione
• CAS: 299956-95-9
• 化学式: C₁₄H₁₂BrNO₃
• 分子量: 322.158
• InChiKey: APJFFFKFAXZEEJ-KTKRTIGZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.0
• 重原子数：
  19.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  58.7
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  6-[1-Bromo-1-phenyl-meth-(Z)-ylidene]-2,2-dimethyl-1-oxa-5-aza-spiro[2.4]heptane-4,7-dione 在 硫酸 作用下， 反应 0.25h， 生成 5-[1-Bromo-1-phenyl-meth-(Z)-ylidene]-3,4-dihydroxy-1,5-dihydro-pyrrol-2-one
  参考文献：
  名称：

  Grevellin Analogs with Affinity to theN-Methyl-D-aspartate (Glycine Site) Receptor, a Novel Lead Structure

  摘要：

  A series of piperidine-2,3,5-triones (azagrevellins) has been prepared. A new synthesis has been introduced using the rearrangement of spiroepoxides in the presence of triethyloxonium tetrafluoroborate. The binding affinity toward the N-methyl-D-aspartate (glycine site) receptor has been measured to provide a basis for more detailed structure-activity studies. Azagrevellin 18d showed the highest binding potency.

  DOI：

  10.1002/1521-4184(20007)333:7<211::aid-ardp211>3.0.co;2-9
• 作为产物：
  描述：

  5-[1-Bromo-1-phenyl-meth-(Z)-ylidene]-3-isopropylidene-pyrrolidine-2,4-dione 在 sodium hydroxide 、 双氧水 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以75%的产率得到6-[1-Bromo-1-phenyl-meth-(Z)-ylidene]-2,2-dimethyl-1-oxa-5-aza-spiro[2.4]heptane-4,7-dione
  参考文献：
  名称：

  Grevellin Analogs with Affinity to theN-Methyl-D-aspartate (Glycine Site) Receptor, a Novel Lead Structure

  摘要：

  A series of piperidine-2,3,5-triones (azagrevellins) has been prepared. A new synthesis has been introduced using the rearrangement of spiroepoxides in the presence of triethyloxonium tetrafluoroborate. The binding affinity toward the N-methyl-D-aspartate (glycine site) receptor has been measured to provide a basis for more detailed structure-activity studies. Azagrevellin 18d showed the highest binding potency.

  DOI：

  10.1002/1521-4184(20007)333:7<211::aid-ardp211>3.0.co;2-9