2-(sulfamoylphenyl)-4'-(iminobenzal)-4-(4''-O-β-D-glucosidoxyphenyl)thiazole | 1352305-73-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(sulfamoylphenyl)-4'-(iminobenzal)-4-(4''-O-β-D-glucosidoxyphenyl)thiazole
• 英文别名: 4-(benzylideneamino)-N-[4-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-1,3-thiazol-2-yl]benzenesulfonamide
• CAS: 1352305-73-7
• 化学式: C₂₈H₂₇N₃O₈S₂
• 分子量: 597.67
• InChiKey: YVAXSHFDCFJCJR-IURCNINISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  41
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  207
• 氢给体数：
  5
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  2-(4-aminophenylsulfonamido)-4-(4-hydroxyphenyl)thiazole 在 硫酸 、 sodium methylate 、 potassium hydroxide 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 50.0h， 生成 2-(sulfamoylphenyl)-4'-(iminobenzal)-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

文献信息

• Synthesis of 2-(sulfamoylphenyl)-4′-(iminoaryl/hetroaryl)-4-(4′′-hydroxyphenyl)-thiazoles and their O-glucosides
  作者：V. S. Taile、K. M. Hatzade、V. N. Ingle

  DOI：10.1002/jhet.713

  日期：2011.11

  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).