22,24,25-trimethyl-8,11,14-trioxa-25-azatetracyclo[19.3.1.02,7.015,20]pentacosa-2,4,6,15(20),16,18-hexaen-23-one | 1094167-77-7

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 22,24,25-trimethyl-8,11,14-trioxa-25-azatetracyclo[19.3.1.02,7.015,20]pentacosa-2,4,6,15(20),16,18-hexaen-23-one
• 英文别名: 22,24,25-trimethyl-8,11,14-trioxa-25-azatetracyclo[19.3.1.0^2,7.0^15,20]pentacosa-2,4,6,15(20),16,18-hexaen-23-one
• CAS: 1094167-77-7
• 化学式: C₂₄H₂₉NO₄
• 分子量: 395.499
• InChiKey: SJXBDNRNXKKASE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.04
• 重原子数：
  29.0
• 可旋转键数：
  0.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  48.0
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  22,24,25-trimethyl-8,11,14-trioxa-25-azatetracyclo[19.3.1.02,7.015,20]pentacosa-2,4,6,15(20),16,18-hexaen-23-one 、 乙酸酐 在 吡啶 作用下， 以62%的产率得到[10(R/S),11(S/R)]-(13E)-10-[acetyl(methyl)amino]11,13-dimethyl-8,9:15,16-dibenzo-1,4,7-trioxacyclohexadeca-8,13,15-trien-12-one
  参考文献：
  名称：

  Transformations of dibenzo(γ-oxopiperidino)aza-14-crowns-4 upon acylation. Molecular structure of dibenzo-16-crown-3

  摘要：

  The result of acylation of dibenzoaza-14-crowns-4 containing a 4-oxopiperidine fragment with acetic anhydride depends on the substituent on the nitrogen atom. The NH-substrates initially undergo acylation at the piperidine nitrogen atom, followed by enolization and O-acylation. The acylation of N-methyl derivatives is accompanied by cleavage of the piperidine ring at the C-N bond with formation of acetylamino-substituted dibenzo-16-crowns-3. The Structure of the latter was determined by X-ray analysis.

  DOI：

  10.1134/s1070428008040246
• 作为产物：
  描述：

  8,9:15,16-dibenzo-11,13-dimethyl-1,4,7-trioxacyclohexadeca-8,10,12,15-tetraen-12-one 、 甲胺 以 乙醇 为溶剂， 反应 1.0h， 以74%的产率得到22,24,25-trimethyl-8,11,14-trioxa-25-azatetracyclo[19.3.1.02,7.015,20]pentacosa-2,4,6,15(20),16,18-hexaen-23-one
  参考文献：
  名称：

  10.1007/s11178-008-3024-1

  摘要：

  The reaction of diethyl ketone with 2-{2-[2-(2-formylphenoxy)ethoxy]ethoxy}benzaldehyde in acid medium at room temperature gave 43% of dibenzo(4-oxotetrahydropyrano)oxa-14-crown-4. The condensation of the same compounds in boiling ethanol in the presence of alkali involved cascade transformations leading to the formation of thermody namically more stable dibenzocrownophane which was assigned the structure of 8,9:15,16-dibenzo-1,4,7-trioxacyclohexadec-8,10,13,15-tetraen-12-one (yield 29%). Treatment of an alcoholic solution of the latter with gaseous ammonia or methylamine at 20C afforded 73-74% of dibenzoaza-14-crowns-4 containing a 4-oxopiperidine fragment.

  DOI：

  10.1007/s11178-008-3024-1