2-{3-(4-chloro-3-{4-[(4-chloro-benzylamino)-methyl]-phenylethynyl}-phenyl)-1-[3-(3-methyl-morpholin-4-yl)-propyl]-1,4,6,7-tetrahydro-pyrazolo[4,3-c]pyridin-5-yl}-2-oxo-acetamide monoethyl oxalate | 1215171-59-7

• 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: 2-{3-(4-chloro-3-{4-[(4-chloro-benzylamino)-methyl]-phenylethynyl}-phenyl)-1-[3-(3-methyl-morpholin-4-yl)-propyl]-1,4,6,7-tetrahydro-pyrazolo[4,3-c]pyridin-5-yl}-2-oxo-acetamide monoethyl oxalate
• CAS: 1215171-59-7
• 化学式: C₄H₆O₄*C₃₈H₄₀Cl₂N₆O₃
• 分子量: 817.769
• InChiKey: FAFVERJUOSATDQ-SNYZSRNZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.66
• 重原子数：
  57.0
• 可旋转键数：
  10.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  169.32
• 氢给体数：
  3.0
• 氢受体数：
  10.0

反应信息

• 作为产物：
  描述：

  2-{3-(4-chloro-3-{4-[(4-chloro-benzylamino)-methyl]-phenylethynyl}-phenyl)-1-[3-(3-methyl-morpholin-4-yl)-propyl]-1,4,6,7-tetrahydro-pyrazolo[4,3-c]pyridin-5-yl}-2-oxo-acetamide 、 草酸二乙酯 以 乙腈 为溶剂， 反应 16.0h， 以85%的产率得到2-{3-(4-chloro-3-{4-[(4-chloro-benzylamino)-methyl]-phenylethynyl}-phenyl)-1-[3-(3-methyl-morpholin-4-yl)-propyl]-1,4,6,7-tetrahydro-pyrazolo[4,3-c]pyridin-5-yl}-2-oxo-acetamide monoethyl oxalate
  参考文献：
  名称：

  Practical Synthesis of a Cathepsin S Inhibitor: Route Identification, Purification Strategies, and Serendipitous Discovery of a Crystalline Salt Form

  摘要：

  A "redox economical" strategy resulted in it concise, modular synthesis Of Compound 1, it potent Cathepsin S inhibitor. Starting from three building blocks, crude drug substance was prepared in a two-step sequence in high yield. Efficient purification of the crude drug Substance wits accomplished via the formation of an unusual monoethyl oxalate salt.

  DOI：

  10.1021/jo902650b