8,11-dimethyl-1-oxa-9,10-diaza-8,10-cycloheptadeca-8,10-dien-2-one | 1201681-41-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酯类和类似物
• 英文名称: 8,11-dimethyl-1-oxa-9,10-diaza-8,10-cycloheptadeca-8,10-dien-2-one
• 英文别名: 8,11-dimethyl-1-oxa-9,10-diazacycloheptadeca-8,10-dien-2-one
• CAS: 1201681-41-5
• 化学式: C₁₆H₂₈N₂O₂
• 分子量: 280.411
• InChiKey: IBXUUGGKBYWCAI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.28
• 重原子数：
  20.0
• 可旋转键数：
  0.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  51.02
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  7-oxo-octanal 在 aluminum isopropoxide 、 一水合肼 作用下， 以 1,4-二氧六环 、 Petroleum ether 为溶剂， 反应 96.0h， 生成 8,11-dimethyl-1-oxa-9,10-diaza-8,10-cycloheptadeca-8,10-dien-2-one
  参考文献：
  名称：

  Synthesis of macrolides containing an azine or hydrazide fragment via successive tishchenko disproportionation and [1 + 1]-condensation

  摘要：

  Eight potentially useful 15-, 17-, 20-, and 22-25-membered macrolides having an azine or hydrazide fragment were synthesized starting from L-menthol, tetrahydropyran, and 4-methyltetrahydropyran via [1 + 1]-condensation of hydrazine hydrate and some dicarboxylic dihydrazides with 7-oxooctyl 7-oxooctanoate, 3-methyl-7-oxooctyl 3-methyl-7-oxooctanoate, and (3R)-3,7-dimethyl-6-oxooctyl (3R)-3,7-dimethyl-6-oxooctanoate obtained by the Tishchenko reaction from 7-oxo-, 3-methyl-7-oxo, and (3R)-3,7-dimethyl-6-oxooctanals, respectively.

  DOI：

  10.1134/s1070428011090259

文献信息

• Synthesis of macrolides with N-containing (azine or hydrazide) groups
  作者：G. Yu. Ishmuratov、M. P. Yakovleva、G. R. Mingaleeva、R. R. Muslukhov、E. M. Vyrypaev、E. G. Galkin、S. P. Ivanov、A. G. Tolstikov

  DOI：10.1007/s10600-009-9406-y

  日期：2009.7

  Potentially useful 17-, and 22÷25-membered macrolides containing azine or hydrazide groups were synthesized from tetrahydropyran via [1+1]-condensation at room temperature of 7-oxooctyl-7-oxooctanoate, which was obtained via Tishchenko reaction from 7-oxooctanal, with hydrazine hydrate and hydrazides of several dicarboxylic acids.

  潜在有用的17和22至25个成员的含有亚胺或肼类基团的巨环化合物是通过在室温下对7-氧辛基-7-氧辛酸酯进行[1+1]缩合反应合成的，7-氧辛醛通过Tishchenko反应获得，并与水合肼及几种二羧酸的肼类化合物反应。
• Reactions of bicyclo[2.2.1]heptane-2-endo,3-endo-dicarbohydrazide and its 5-endo,6-endo- and 5-endo,6-exo-dihydroxy derivatives with 7-oxooctyl 7-oxooctanoate and bis(7-oxooctyl) hexanedioate
  作者：G. Yu. Ishmuratov、M. P. Yakovleva、M. A. Shutova、R. R. Muslukhov、E. M. Vyrypaev、N. M. Ishmuratova、A. G. Tolstikov

  DOI：10.1134/s1070428015060020

  日期：2015.6

  The condensation of 7-oxooctyl 7-oxooctanoate and bis(7-oxooctyl) hexanedioate with bicyclo-[2.2.1]heptane-2-endo,3-endo-dicarbohydrazide and its 5-endo,6-endo- and 5-endo,6-exo-dihydroxy derivatives obtained from dimethyl norbornene-2-endo,3-endo-dicarboxylate gave the corresponding macrocyclic lactones containing a ketone azine fragment instead of the expected hydrazide moiety.

  7-氧辛辛酸7-氧辛基酯和己二酸双（7-氧辛基）己酯与双环[[2.2.1]庚烷-2-内酯，3-内酯-二甲酰肼及其5-内酯，6-内酯和5-内酯的缩合反应，6-外型从二甲基降冰片烯-2-获得二羟基衍生物内，3-内型-二甲酸酯，得到含有酮吖嗪片段，而不是预期酰肼部分的相应大环内酯。