13-acetyl-5-methyl-5,11-dihydro-5,11-methano[1,3]thiazolo[2,3-d]-[1,3,5]benzoxadiazocin-1(2H)-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 13-acetyl-5-methyl-5,11-dihydro-5,11-methano[1,3]thiazolo[2,3-d]-[1,3,5]benzoxadiazocin-1(2H)-one
• 英文别名: (1S,9S,16R)-16-acetyl-9-methyl-8-oxa-12-thia-10,15-diazatetracyclo[7.6.1.02,7.011,15]hexadeca-2,4,6,10-tetraen-14-one
• 化学式: C₁₅H₁₄N₂O₃S
• 分子量: 302.354
• InChiKey: AAWWSYXOHZXCPU-NFAWXSAZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  84.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  13-acetyl-5-methyl-5,11-dihydro-5,11-methano[1,3]thiazolo[2,3-d]-[1,3,5]benzoxadiazocin-1(2H)-one 、 苯甲醛 在 甲酸 作用下， 以 异丙醇 为溶剂， 反应 10.0h， 以72%的产率得到(2Z)-13-acetyl-2-benzylidene-5-methyl-5H,11H-5,11-methano[1,3]thiazolo[2,3-d][1,3,5]benzoxadiazocin-1-one
  参考文献：
  名称：

  甲基苯并[g]噻唑并[2,3-d] [1,3,5]恶二唑新亚烷基衍生物的合成与结构

  摘要：

  合成了新的三环噻唑并[2,3- d ] [1,3,5]恶二唑啉的亚苄基和呋喃叉衍生物，并通过1 H和13 C NMR谱证实了其结构。结果表明，11 H -5,11,5-戊烷-[1,1,5]三基[1,3]噻唑洛[2,3- d ]-[1,3,5]恶二唑-1的亚烷基衍生物-Z作为Z-异构体和E-异构体的混合物获得。异构体混合物的重结晶提供了主要的Z-异构体，其结构已通过X射线结构分析确定。

  DOI：

  10.1007/s10593-016-1886-7
• 作为产物：
  描述：

  13-acetyl-9-methyl-11-thioxo-8-oxa-10,12-diazatricyclo<7.3.1.0^2,7>trideca-2,4,6-triene 、 alkaline earth salt of/the/ methylsulfuric acid 在 三乙胺 作用下， 生成 13-acetyl-5-methyl-5,11-dihydro-5,11-methano[1,3]thiazolo[2,3-d]-[1,3,5]benzoxadiazocin-1(2H)-one
  参考文献：
  名称：

  Synthesis, Structure, and Antiradical Activity of New Methano[1,3]Thiazolo[2,3-d][1,3,5]Benzoxa-Diazocine Derivatives

  摘要：

  The reaction of 2,6-methano[1, 3, 5]benzoxadiazocines, obtained in Biginelli reaction, with chloroacetic acid derivatives produced previously unknown tricyclic methano[1,3]thiazolo[2,3-d][1,3,5]benz-oxadiazocines, the structure of which was proved by (1)De NMR spectroscopy and X-ray structural analysis. The methano[1,3]thiazolo[2,3-d][1,3,5]benzoxadiazocines showed no antiradical activity in contrast to the starting 2,6-methano[1,3,5]benzoxadiazocines.

  DOI：

  10.1007/s10593-014-1613-1

文献信息

• Synthesis, Structure, and Antiradical Activity of New Methano[1,3]Thiazolo[2,3-d][1,3,5]Benzoxa-Diazocine Derivatives
  作者：I. V. Kulakov、S. A. Talipov、Z. T. Shulgau、T. M. Seilkhanov

  DOI：10.1007/s10593-014-1613-1

  日期：2015.1

  The reaction of 2,6-methano[1, 3, 5]benzoxadiazocines, obtained in Biginelli reaction, with chloroacetic acid derivatives produced previously unknown tricyclic methano[1,3]thiazolo[2,3-d][1,3,5]benz-oxadiazocines, the structure of which was proved by (1)De NMR spectroscopy and X-ray structural analysis. The methano[1,3]thiazolo[2,3-d][1,3,5]benzoxadiazocines showed no antiradical activity in contrast to the starting 2,6-methano[1,3,5]benzoxadiazocines.
• Synthesis and structure of novel ylidene derivatives of methanobenzo[g]thiazolo[2,3-d][1,3,5]oxadiazocine
  作者：Ivan V. Kulakov、Diana N. Ogurtsova、Zarina T. Shulgau、Tulegen M. Seilkhanov、Yurii V. Gatilov

  DOI：10.1007/s10593-016-1886-7

  日期：2016.5

  Novel benzylidene and furylidene derivatives of tricyclic thiazolo[2,3-d][1,3,5]oxadiazocines were synthesized, and their structures were confirmed by 1H and 13C NMR spectroscopy. It was shown that ylidene derivatives of 11H-5,11,5-pentane-[1,1,5]triyl[1,3]thiazolo[2,3-d]-[1,3,5]oxadiazocin-1-one are obtained as a mixture of Z- and E-isomers. Recrystallization of the isomer mixture affords the major

  合成了新的三环噻唑并[2,3- d ] [1,3,5]恶二唑啉的亚苄基和呋喃叉衍生物，并通过1 H和13 C NMR谱证实了其结构。结果表明，11 H -5,11,5-戊烷-[1,1,5]三基[1,3]噻唑洛[2,3- d ]-[1,3,5]恶二唑-1的亚烷基衍生物-Z作为Z-异构体和E-异构体的混合物获得。异构体混合物的重结晶提供了主要的Z-异构体，其结构已通过X射线结构分析确定。