tert-butyl 5-(3-thienyl)thiophene-2-carboxylate | 1383629-03-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: tert-butyl 5-(3-thienyl)thiophene-2-carboxylate
• 英文别名: Tert-butyl 5-thiophen-3-ylthiophene-2-carboxylate
• CAS: 1383629-03-5
• 化学式: C₁₃H₁₄O₂S₂
• 分子量: 266.385
• InChiKey: FABNNIQKXHOYCB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  82.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl 5-(3-thienyl)thiophene-2-carboxylate 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 28.17h， 生成 (+/-)-N-[5-(3-thienyl)thiophene-2-carbonyl]-S-(isobutyl)cysteinylsulfone-glycine-nitrile
  参考文献：
  名称：

  Selective Nitrile Inhibitors To Modulate the Proteolytic Synergism of Cathepsins S and F

  摘要：

  A series of dipeptide nitriles with different P3 substituents was designed to explore the S3 binding pocket of cathepsin S. Racemic 7-16 and the enantiopure derivative (R)-22 proved to be potent inhibitors of human cathepsin S and exhibited notable selectivity over human cathepsins L, K, and B. Inhibition of cathepsin F, the functional synergist of cathepsin S, was not observed. The azadipeptide analogue of 22, compound 26, was highly potent but nonselective.

  DOI：

  10.1021/jm300734k
• 作为产物：
  描述：

  5-溴噻吩-2-羰酰氯 在 吡啶 、 四(三苯基膦)钯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 25.17h， 生成 tert-butyl 5-(3-thienyl)thiophene-2-carboxylate
  参考文献：
  名称：

  Selective Nitrile Inhibitors To Modulate the Proteolytic Synergism of Cathepsins S and F

  摘要：

  A series of dipeptide nitriles with different P3 substituents was designed to explore the S3 binding pocket of cathepsin S. Racemic 7-16 and the enantiopure derivative (R)-22 proved to be potent inhibitors of human cathepsin S and exhibited notable selectivity over human cathepsins L, K, and B. Inhibition of cathepsin F, the functional synergist of cathepsin S, was not observed. The azadipeptide analogue of 22, compound 26, was highly potent but nonselective.

  DOI：

  10.1021/jm300734k