4-Methoxy-5,6-dimethyl-2,2-dioxo-2λ⁶-benzo[1,2,5]thiadiazole-1,3-dicarboxylic acid di-tert-butyl ester | 251553-31-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-Methoxy-5,6-dimethyl-2,2-dioxo-2λ⁶-benzo[1,2,5]thiadiazole-1,3-dicarboxylic acid di-tert-butyl ester
• 英文别名: Ditert-butyl 4-methoxy-5,6-dimethyl-2,2-dioxo-2lambda6,1,3-benzothiadiazole-1,3-dicarboxylate；ditert-butyl 4-methoxy-5,6-dimethyl-2,2-dioxo-2λ6,1,3-benzothiadiazole-1,3-dicarboxylate
• CAS: 251553-31-8
• 化学式: C₁₉H₂₈N₂O₇S
• 分子量: 428.507
• InChiKey: UFIFBJDNFBUCOQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  111
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4-Methoxy-5,6-dimethyl-2,2-dioxo-2λ⁶-benzo[1,2,5]thiadiazole-1,3-dicarboxylic acid di-tert-butyl ester 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氯化碳 为溶剂， 反应 1.5h， 生成 5,6-Bis-bromomethyl-4-methoxy-2,2-dioxo-2λ⁶-benzo[1,2,5]thiadiazole-1,3-dicarboxylic acid di-tert-butyl ester
  参考文献：
  名称：

  Chiral Microenvironments in Self-Assembled Capsules

  摘要：

  A nonracemic compound is synthesized and shown to assemble reversibly through hydrogen bonding to form a cyclic tetramer. The chiral arrangement of atoms in the individual pieces becomes amplified through self-assembly to yield multiple functional groups asymmetrically arranged within the cavity. The tetrameric capsule shows a special affinity for ketones and is able to discriminate between their enantiomers in solution.

  DOI：

  10.1021/ja992779m
• 作为产物：
  描述：

  1,2-Diamino-3-methoxy-4,5-dimethylbenzene 在 4-二甲氨基吡啶 、 磺酰胺 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二乙二醇二甲醚 为溶剂， 反应 72.25h， 生成 4-Methoxy-5,6-dimethyl-2,2-dioxo-2λ⁶-benzo[1,2,5]thiadiazole-1,3-dicarboxylic acid di-tert-butyl ester
  参考文献：
  名称：

  Chiral Microenvironments in Self-Assembled Capsules

  摘要：

  A nonracemic compound is synthesized and shown to assemble reversibly through hydrogen bonding to form a cyclic tetramer. The chiral arrangement of atoms in the individual pieces becomes amplified through self-assembly to yield multiple functional groups asymmetrically arranged within the cavity. The tetrameric capsule shows a special affinity for ketones and is able to discriminate between their enantiomers in solution.

  DOI：

  10.1021/ja992779m

文献信息

• Highly Selective Synthesis of Heterosubstituted Aromatic Sulfamides
  作者：Fraser Hof、Peter M. Iovine、Darren W. Johnson、Julius Rebek

  DOI：10.1021/ol0169731

  日期：2001.12.1

  [GRAPHICS]The sulfamide functional group is increasingly relevant in both medicinal and supramolecular chemistry, yet few selective synthetic steps are available for its elaboration. We report here a mild, general, and efficient method for the selective differentiation of N-atom substituents of aromatic sulfamides.