6-acetoxymethyl-3,3,8-trimethyl-7-oxido-1,5-dihydro[1,3]dioxepino[5,6-c]pyridin-9-yl acetate | 1289166-96-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 6-acetoxymethyl-3,3,8-trimethyl-7-oxido-1,5-dihydro[1,3]dioxepino[5,6-c]pyridin-9-yl acetate
• 英文别名: 6-acetoxymethyl-3,3,8-trimethyl-7-oxide-1,5-dihydro[1,3]dioxepino[5,6-c]pyridin-9-yl acetate；6-Acetoxymethyl-3,3,8-trimethyl-7-oxido-1,5-di-hydro[1,3]dioxepino[5,6-c]pyridin-9-yl acetate；(9-acetyloxy-3,3,8-trimethyl-7-oxido-1,5-dihydro-[1,3]dioxepino[5,6-c]pyridin-7-ium-6-yl)methyl acetate
• CAS: 1289166-96-6
• 化学式: C₁₆H₂₁NO₇
• 分子量: 339.345
• InChiKey: RILZYNYDHDNUJV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  96.5
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  6-acetoxymethyl-3,3,8-trimethyl-7-oxido-1,5-dihydro[1,3]dioxepino[5,6-c]pyridin-9-yl acetate 在 盐酸 、 乙醇 、 sodium ethanolate 作用下， 以 氯仿 、 2,2-二甲氧基丙烷 、 丙酮 为溶剂， 反应 24.0h， 生成 (2,2-dimethyl-4H-[1,3]dioxino[4,5-c]pyridine-5,6,8-triyl)trimethanol
  参考文献：
  名称：

  Experimental and theoretical study on 6-substituted pyridoxine derivatives. Synthesis of cyclic 2,4,5,6-tetrakis-(hydroxymethyl)pyridin-3-ol acetonides

  摘要：

  Synthetic approaches to three cyclic 2,4,5,6-tetrakis(hydroxymethyl) pyridin-3-ol acetonides were developed. Among seven possible mono- and diketals, six-membered cyclic ketal incorporating the hydroxymethyl group in the 4-position turned out to be the most thermodynamically favorable. The experimental data were consistent with the results of quantum-chemical calculations of the Gibbs energies of formation of different acetonides. The structure of the isolated compounds was studied by X-ray diffraction.

  DOI：

  10.1134/s107042801101012x
• 作为产物：
  描述：

  6-acetoxymethyl-3,3,8-trimethyl-1,5-dihydro-[1,3]dioxepino[5,6-c]pyridin-9-yl acetate 在 间氯过氧苯甲酸 作用下， 以 氯仿 为溶剂， 反应 48.0h， 以92%的产率得到6-acetoxymethyl-3,3,8-trimethyl-7-oxido-1,5-dihydro[1,3]dioxepino[5,6-c]pyridin-9-yl acetate
  参考文献：
  名称：

  Experimental and theoretical study on 6-substituted pyridoxine derivatives. Synthesis of cyclic 2,4,5,6-tetrakis-(hydroxymethyl)pyridin-3-ol acetonides

  摘要：

  Synthetic approaches to three cyclic 2,4,5,6-tetrakis(hydroxymethyl) pyridin-3-ol acetonides were developed. Among seven possible mono- and diketals, six-membered cyclic ketal incorporating the hydroxymethyl group in the 4-position turned out to be the most thermodynamically favorable. The experimental data were consistent with the results of quantum-chemical calculations of the Gibbs energies of formation of different acetonides. The structure of the isolated compounds was studied by X-ray diffraction.

  DOI：

  10.1134/s107042801101012x