4-(3-ethoxycarbonylmethoxy-2-methoxycarbonylthieno[3,2-b][1]benzothiophen-6-ylamino)piperidine-1-carboxylic acid tert-butyl ester | 881034-21-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 4-(3-ethoxycarbonylmethoxy-2-methoxycarbonylthieno[3,2-b][1]benzothiophen-6-ylamino)piperidine-1-carboxylic acid tert-butyl ester
• CAS: 881034-21-5
• 化学式: C₂₆H₃₂N₂O₇S₂
• 分子量: 548.681
• InChiKey: VAGVJBTZEDWHLR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.66
• 重原子数：
  37.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  103.4
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  4-(3-ethoxycarbonylmethoxy-2-methoxycarbonylthieno[3,2-b][1]benzothiophen-6-ylamino)piperidine-1-carboxylic acid tert-butyl ester 在 碳酸氢钠 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 3-ethoxycarbonylmethoxy-6-(1-phenylmethanesulfonylpiperidin-4-ylamino)thieno[3,2-b][1]benzothiophene-2-carboxylic acid methyl ester
  参考文献：
  名称：

  Bicyclic and tricyclic thiophenes as protein tyrosine phosphatase 1B inhibitors

  摘要：

  A novel pyridothiophene inhibitor of PTP1B was discovered by rational screening of phosphotyrosine mimics at high micromolar concentrations. The potency of this lead compound has been improved significantly by medicinal chemistry guided by X-ray crystallography and molecular modeling. Excellent consistency has been observed between structure-activity relationships and structural information from PTP1B-inhibitor complexes.

  DOI：

  10.1016/j.bmc.2005.11.005
• 作为产物：
  描述：

  3-methoxycarbonylmethylsulfanylbenzo[b]thiophene-2,6-dicarboxylic acid 6-allyl ester 2-methyl ester 在 四(三苯基膦)钯 二苯基膦叠氮化物 、 三乙酰氧基硼氢化钠 、 potassium carbonate 、 溶剂黄146 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 49.0h， 生成 4-(3-ethoxycarbonylmethoxy-2-methoxycarbonylthieno[3,2-b][1]benzothiophen-6-ylamino)piperidine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Bicyclic and tricyclic thiophenes as protein tyrosine phosphatase 1B inhibitors

  摘要：

  A novel pyridothiophene inhibitor of PTP1B was discovered by rational screening of phosphotyrosine mimics at high micromolar concentrations. The potency of this lead compound has been improved significantly by medicinal chemistry guided by X-ray crystallography and molecular modeling. Excellent consistency has been observed between structure-activity relationships and structural information from PTP1B-inhibitor complexes.

  DOI：

  10.1016/j.bmc.2005.11.005