4,5-Dimethoxy-12-amino-2-oxatricyclo<12.2.2.1.^3,7>eicosa-3,5(20),11,15,17,18-heptaen-10-one | 152035-78-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 4,5-Dimethoxy-12-amino-2-oxatricyclo<12.2.2.1.^3,7>eicosa-3,5(20),11,15,17,18-heptaen-10-one
• 英文别名: (11Z)-12-amino-4,5-dimethoxy-2-oxatricyclo[13.2.2.13,7]icosa-1(17),3,5,7(20),11,15,18-heptaen-10-one
• CAS: 152035-78-4
• 化学式: C₂₁H₂₃NO₄
• 分子量: 353.418
• InChiKey: KQYQMFALVQSWDQ-SSZFMOIBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  70.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4,5-Dimethoxy-12-amino-2-oxatricyclo<12.2.2.1.^3,7>eicosa-3,5(20),11,15,17,18-heptaen-10-one 在 溶剂黄146 作用下， 以 甲醇 、 氯仿 为溶剂， 反应 48.0h， 生成 garuganin III
  参考文献：
  名称：

  Synthesis and revised structure of garuganin III

  摘要：

  Macrocyclic beta-methoxy enones 6 and 1-3, i.e., garuganin III and its constitutional and stereoisomers, were synthesized using an isoxazole synthon for the introduction of the beta-methoxy enone function. Ring closure was accomplished by an intramolecular Wittig reaction. Compound 6 rather than 1, as suggested previously, was found to have an H-1-NMR spectrum and a mp identical to those of garuganin III.

  DOI：

  10.1021/jo00076a036
• 作为产物：
  描述：

  3-(Methoxycarbonyl)-5-<2-<4,5-dimethoxy-3-<4-(dimethoxymethyl)phenoxy>phenyl>-1-ethyl>isoxazole 在 platinum(IV) oxide 、 镍 lithium aluminium tetrahydride 、 二溴亚砜 、 potassium tert-butylate 、 氢气 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 、 乙腈 、 苯 为溶剂， 反应 8.0h， 生成 4,5-Dimethoxy-12-amino-2-oxatricyclo<12.2.2.1.^3,7>eicosa-3,5(20),11,15,17,18-heptaen-10-one
  参考文献：
  名称：

  Synthesis and revised structure of garuganin III

  摘要：

  Macrocyclic beta-methoxy enones 6 and 1-3, i.e., garuganin III and its constitutional and stereoisomers, were synthesized using an isoxazole synthon for the introduction of the beta-methoxy enone function. Ring closure was accomplished by an intramolecular Wittig reaction. Compound 6 rather than 1, as suggested previously, was found to have an H-1-NMR spectrum and a mp identical to those of garuganin III.

  DOI：

  10.1021/jo00076a036