tert-butyl (3a'R,6a'S)-1'-(diethylcarbamoyl)-2'-oxohexahydro-4'H-spiro[cyclobutane-1,3'-pyrrolo[3,2-b]pyrrole]-4'-carboxylate | 591737-80-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂螺癸烷衍生物
• 英文名称: tert-butyl (3a'R,6a'S)-1'-(diethylcarbamoyl)-2'-oxohexahydro-4'H-spiro[cyclobutane-1,3'-pyrrolo[3,2-b]pyrrole]-4'-carboxylate
• CAS: 591737-80-3
• 化学式: C₁₉H₃₁N₃O₄
• 分子量: 365.473
• InChiKey: GHUWJQDCTNXWGE-KBPBESRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.84
• 重原子数：
  26.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  70.16
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  tert-butyl (3a'R,6a'S)-1'-(diethylcarbamoyl)-2'-oxohexahydro-4'H-spiro[cyclobutane-1,3'-pyrrolo[3,2-b]pyrrole]-4'-carboxylate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 以92%的产率得到
  参考文献：
  名称：

  Design and synthesis of spiro-cyclopentenyl and spiro--dithiolanyl substituted pyrrolidine-5,5-trans-lactams as inhibitors of hepatitis C virus NS3/4A protease

  摘要：

  Using the pyrrolidine-5,5-trans-lactam template, we have designed small, neutral, mechanism-based inhibitors of hepatitis C NS3/4A protease. Compound 2b, with a spiro-cyclobutyl P1 substituent and an isopropyl carbonyl substituent at the lactam. nitrogen, has an IC50 value in the replicon cell-based assay of 3 muM. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00274-9
• 作为产物：
  描述：

  N,N-二乙基氯甲酰胺 、 tert-butyl (3aS,6aR)-5-oxospiro[3,3a,4,6a-tetrahydro-2H-pyrrolo[3,2-b]pyrrole-6,1'-cyclobutane]-1-carboxylate 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 以51%的产率得到tert-butyl (3a'R,6a'S)-1'-(diethylcarbamoyl)-2'-oxohexahydro-4'H-spiro[cyclobutane-1,3'-pyrrolo[3,2-b]pyrrole]-4'-carboxylate
  参考文献：
  名称：

  Design and synthesis of spiro-cyclopentenyl and spiro--dithiolanyl substituted pyrrolidine-5,5-trans-lactams as inhibitors of hepatitis C virus NS3/4A protease

  摘要：

  Using the pyrrolidine-5,5-trans-lactam template, we have designed small, neutral, mechanism-based inhibitors of hepatitis C NS3/4A protease. Compound 2b, with a spiro-cyclobutyl P1 substituent and an isopropyl carbonyl substituent at the lactam. nitrogen, has an IC50 value in the replicon cell-based assay of 3 muM. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00274-9