Methyl 2-(5-tert-butyl-2-nitro-4-thiocyanatoanilino)-2-oxoacetate | 261712-31-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Methyl 2-(5-tert-butyl-2-nitro-4-thiocyanatoanilino)-2-oxoacetate
• CAS: 261712-31-6
• 化学式: C₁₄H₁₅N₃O₅S
• 分子量: 337.356
• InChiKey: JMGXATPKCXCUAI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  150
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Methyl 2-(5-tert-butyl-2-nitro-4-thiocyanatoanilino)-2-oxoacetate 在 镍 吡啶 、 sodium tetrahydroborate 、 sodium hydrogensulfide 、 氢气 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 20.0 ℃ 、344.75 kPa 条件下， 反应 32.0h， 生成 Toluene-4-thiosulfonic acid S-(7-tert-butyl-2,3-dioxo-1,2,3,4-tetrahydro-quinoxalin-6-yl)ester
  参考文献：
  名称：

  Synthesis of Heterocyclic Thiosulfonates

  摘要：

  [formula: see text] A simple synthesis of heterocyclic thiosulfonates containing indole, indoline, benzoimidazole, and quinoxaline rings is described. The synthesis of these thiosulfonates involves the preparation of the appropriately substituted thiols followed by sulfonylation to give thiosulfonates. The corresponding thiols were prepared in a simple and efficient manner by using a thiocyanation reaction either prior to heterocycle ring formation or after heterocycle ring formation. These thiosulfonates were coupled successfully to the 5,6-dihydropyran-2-one ring to give products that showed excellent HIV protease activity.

  DOI：

  10.1021/ol0056170
• 作为产物：
  描述：

  N-(5-tert-butyl-2-nitro-phenyl)-2,2,2-trifluoro-acetamide 在 吡啶 、 溴 、 potassium carbonate 、 sodium bromide 作用下， 以 甲醇 为溶剂， 反应 32.0h， 生成 Methyl 2-(5-tert-butyl-2-nitro-4-thiocyanatoanilino)-2-oxoacetate
  参考文献：
  名称：

  Synthesis of Heterocyclic Thiosulfonates

  摘要：

  [formula: see text] A simple synthesis of heterocyclic thiosulfonates containing indole, indoline, benzoimidazole, and quinoxaline rings is described. The synthesis of these thiosulfonates involves the preparation of the appropriately substituted thiols followed by sulfonylation to give thiosulfonates. The corresponding thiols were prepared in a simple and efficient manner by using a thiocyanation reaction either prior to heterocycle ring formation or after heterocycle ring formation. These thiosulfonates were coupled successfully to the 5,6-dihydropyran-2-one ring to give products that showed excellent HIV protease activity.

  DOI：

  10.1021/ol0056170