4-{异氰基[(4-甲基苯基)磺酰基]甲基}-1,2-二甲氧基苯 | 943614-50-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-{异氰基[(4-甲基苯基)磺酰基]甲基}-1,2-二甲氧基苯
• 中文别名: 2,3-二乙酰氧基琥珀酸氢[2-羟基-3-[(1-羰基十八烷基)氧代]丙基]
• 英文名称: 4-[ISOCYANO-(TOLUENE-4-SULFONYL)-METHYL]-1,2-DIMETHOXY-BENZENE
• 英文别名: 4-(Isocyano(tosyl)methyl)-1,2-dimethoxybenzene；4-[isocyano-(4-methylphenyl)sulfonylmethyl]-1,2-dimethoxybenzene
• CAS: 943614-50-4
• 化学式: C₁₇H₁₇NO₄S
• 分子量: 331.392
• InChiKey: BBHGJASHMFZDSX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  65.3
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• 危险品标志：
  Xi

反应信息

• 作为反应物：
  描述：

  、 4-{异氰基[(4-甲基苯基)磺酰基]甲基}-1,2-二甲氧基苯 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  A Van Leusen deprotection-cyclization strategy as a fast entry into two imidazoquinoxaline families

  摘要：

  A concise synthesis of two pharmacologically relevant classes of molecules possessing the imidazoquinoxaline core is reported. The protocol involves use of 1,2-phenylenediamines and glyoxylic acid derivatives, namely ethyl glyoxylate or benzylglyoxamide, along with tosylmethylisocyanides in a microwave-assisted Van Leusen three-component condensation. Subsequent unmasking (Boc removal) of an internal amino-nucleophile promotes deprotection and cyclization that take place either spontaneously in a one-pot fashion to give 8 or upon acidic treatment under microwave irradiation after isolation of the imidazole intermediate to give 11. Of note, a tricyclic framework is hence assembled by means of a rapid and straightforward method with a high bond-forming efficiency. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.08.072

文献信息

• A Van Leusen deprotection-cyclization strategy as a fast entry into two imidazoquinoxaline families
  作者：Fabio De Moliner、Christopher Hulme

  DOI：10.1016/j.tetlet.2012.08.072

  日期：2012.10

  A concise synthesis of two pharmacologically relevant classes of molecules possessing the imidazoquinoxaline core is reported. The protocol involves use of 1,2-phenylenediamines and glyoxylic acid derivatives, namely ethyl glyoxylate or benzylglyoxamide, along with tosylmethylisocyanides in a microwave-assisted Van Leusen three-component condensation. Subsequent unmasking (Boc removal) of an internal amino-nucleophile promotes deprotection and cyclization that take place either spontaneously in a one-pot fashion to give 8 or upon acidic treatment under microwave irradiation after isolation of the imidazole intermediate to give 11. Of note, a tricyclic framework is hence assembled by means of a rapid and straightforward method with a high bond-forming efficiency. (C) 2012 Elsevier Ltd. All rights reserved.