N-(2-hydroxy-14,14,17,17-tetramethyl-12,15,18,26-tetraoxo-10,25-dioxa-13,16,19-triazatetracyclo[25.3.1.03,8.09,30]hentriaconta-1,3,5,7,9(30),27(31),28-heptaen-11-yl)acetamide | 136198-04-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酰胺类
• 英文名称: N-(2-hydroxy-14,14,17,17-tetramethyl-12,15,18,26-tetraoxo-10,25-dioxa-13,16,19-triazatetracyclo[25.3.1.03,8.09,30]hentriaconta-1,3,5,7,9(30),27(31),28-heptaen-11-yl)acetamide
• CAS: 136198-04-4
• 化学式: C₃₂H₃₈N₄O₈
• 分子量: 606.676
• InChiKey: KODFAEXUZMQNAQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.79
• 重原子数：
  44.0
• 可旋转键数：
  1.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  172.16
• 氢给体数：
  5.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  蒽醌-2-羧酸 在 盐酸 、 五氯化磷 、 1-羟基苯并三唑 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 乙酸乙酯 、 乙腈 、 苯 为溶剂， 反应 3.5h， 生成 N-(2-hydroxy-14,14,17,17-tetramethyl-12,15,18,26-tetraoxo-10,25-dioxa-13,16,19-triazatetracyclo[25.3.1.03,8.09,30]hentriaconta-1,3,5,7,9(30),27(31),28-heptaen-11-yl)acetamide
  参考文献：
  名称：

  Intramolecular photoreaction of synthetic oligopeptide-linked anthraquinone molecules

  摘要：

  Photoreaction of (N-acetylglycyl)oligopeptide-linked anthraquinone molecules was investigated. In an acetonitrile site of glycine residue. The biradical formed was followed by the formation of C-O bonding via radical recombination to produce ring-closure products in high yields (23-58%). A variety of oligopeptide spacers between acetylglycine and anthraquinone moieties were systematically changed, and their photoreactivities were investigated. The isolated ring-closure products showed a site-selectivity in the photoreaction; one of the carbonyl groups of anthraquinone moiety coupled with the methylene group predominantly (the selectivity was 88/12-100/0). The efficiency of the photocyclization was dependent upon the size and the sequence of the oligopeptide spacer. These results showed that the oligopeptide spacer might control the distance and the orientation among the reaction sites, glycine methylene, and anthraquinone carbonyl groups.

  DOI：

  10.1021/jo00049a019