2-(sulfamoylphenyl)-4'-(imino-3-indolyl)-4-(2,3,4,6-tetra-O-acetyl-4''-O-β-D-glucosidoxyphenyl)thiazole | 1352305-70-4

• 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: 2-(sulfamoylphenyl)-4'-(imino-3-indolyl)-4-(2,3,4,6-tetra-O-acetyl-4''-O-β-D-glucosidoxyphenyl)thiazole
• CAS: 1352305-70-4
• 化学式: C₃₈H₃₆N₄O₁₂S₂
• 分子量: 804.855
• InChiKey: BFFABSWALCDCPL-KHKVHWIZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  56.0
• 可旋转键数：
  13.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  210.87
• 氢给体数：
  2.0
• 氢受体数：
  15.0

反应信息

• 作为反应物：
  描述：

  2-(sulfamoylphenyl)-4'-(imino-3-indolyl)-4-(2,3,4,6-tetra-O-acetyl-4''-O-β-D-glucosidoxyphenyl)thiazole 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以56%的产率得到2-(sulfamoylphenyl)-4'-(imino-3-indolyl)-4-(4''-O-β-D-glucosidoxyphenyl)thiazole
  参考文献：
  名称：

  Synthesis of 2-(sulfamoylphenyl)-4′-(iminoaryl/hetroaryl)-4-(4′′-hydroxyphenyl)-thiazoles and their O-glucosides

  摘要：

  AbstractIn continuation of our work, we synthesized 2‐(sulfamoylphenyl)‐4′‐amino‐4‐(4″‐hydroxyphenyl)‐thiazole (3a), which were reacted with various (aryl/hetroaryl) aldehyde to form 2‐(sulfamoylphenyl)‐4′‐(iminoaryl/hetroaryl)‐4‐(4″‐hydroxyphenyl)‐thiazoles (4a, 4b, 4c, 4d, 4e, 4f). Glucosylation of compounds (4a, 4b, 4c, 4d, 4e, 4f) have been done by using acetobromoglucose as a glucosyl donor to afford 2‐(sulfamoylphenyl)‐4′‐(iminoaryl/hetroaryl)‐4‐(2,3,4,6‐tetra‐O‐acetyl‐4″‐O‐β‐D‐glucosidoxyphenyl)‐thiazoles (5a, 5b, 5c, 5d, 5e, 5f), further on deacetylation to produce 2‐(sulfamoylphenyl)‐4′‐(iminoaryl/hetroaryl)‐4‐(4″‐O‐β‐D‐glucosidoxyphenyl)‐thiazoles (6a, 6b, 6c, 6d, 6e, 6f). The compounds are confirmed by FTIR, 1H‐NMR, 13C‐NMR, and ES‐Mass spectral analysis. J. Heterocyclic Chem., (2011).

  DOI：

  10.1002/jhet.713
• 作为产物：
  描述：

  2-(4-aminophenylsulfonamido)-4-(4-hydroxyphenyl)thiazole 在 硫酸 、 potassium hydroxide 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 26.0h， 生成 2-(sulfamoylphenyl)-4'-(imino-3-indolyl)-4-(2,3,4,6-tetra-O-acetyl-4''-O-β-D-glucosidoxyphenyl)thiazole
  参考文献：
  名称：

  Synthesis of 2-(sulfamoylphenyl)-4′-(iminoaryl/hetroaryl)-4-(4′′-hydroxyphenyl)-thiazoles and their O-glucosides

  摘要：

  AbstractIn continuation of our work, we synthesized 2‐(sulfamoylphenyl)‐4′‐amino‐4‐(4″‐hydroxyphenyl)‐thiazole (3a), which were reacted with various (aryl/hetroaryl) aldehyde to form 2‐(sulfamoylphenyl)‐4′‐(iminoaryl/hetroaryl)‐4‐(4″‐hydroxyphenyl)‐thiazoles (4a, 4b, 4c, 4d, 4e, 4f). Glucosylation of compounds (4a, 4b, 4c, 4d, 4e, 4f) have been done by using acetobromoglucose as a glucosyl donor to afford 2‐(sulfamoylphenyl)‐4′‐(iminoaryl/hetroaryl)‐4‐(2,3,4,6‐tetra‐O‐acetyl‐4″‐O‐β‐D‐glucosidoxyphenyl)‐thiazoles (5a, 5b, 5c, 5d, 5e, 5f), further on deacetylation to produce 2‐(sulfamoylphenyl)‐4′‐(iminoaryl/hetroaryl)‐4‐(4″‐O‐β‐D‐glucosidoxyphenyl)‐thiazoles (6a, 6b, 6c, 6d, 6e, 6f). The compounds are confirmed by FTIR, 1H‐NMR, 13C‐NMR, and ES‐Mass spectral analysis. J. Heterocyclic Chem., (2011).

  DOI：

  10.1002/jhet.713