(8aS)-7-[2-[5-(5-methoxypyridin-3-yl)-1,3-oxazol-2-yl]propan-2-yl]-3,3-dimethyl-2-(2,2,2-trifluoroethyl)-5,6,8,8a-tetrahydroimidazo[1,5-a]pyrazin-1-one | 610315-33-8

• 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: (8aS)-7-[2-[5-(5-methoxypyridin-3-yl)-1,3-oxazol-2-yl]propan-2-yl]-3,3-dimethyl-2-(2,2,2-trifluoroethyl)-5,6,8,8a-tetrahydroimidazo[1,5-a]pyrazin-1-one
• CAS: 610315-33-8
• 化学式: C₂₂H₂₈F₃N₅O₃
• 分子量: 467.491
• InChiKey: IXXHMSYVIMZFDN-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  33
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  74.9
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  2-萘磺酸 、 (8aS)-7-[2-[5-(5-methoxypyridin-3-yl)-1,3-oxazol-2-yl]propan-2-yl]-3,3-dimethyl-2-(2,2,2-trifluoroethyl)-5,6,8,8a-tetrahydroimidazo[1,5-a]pyrazin-1-one 以 乙腈 为溶剂， 以90%的产率得到(2S)-4-[2-[5-(5-methoxypyridin-3-yl)-1,3-oxazol-2-yl]propan-2-yl]-N-(2,2,2-trifluoroethyl)piperazine-2-carboxamide;naphthalene-2-sulfonic acid
  参考文献：
  名称：

  Approaches to installing a N-gem-dimethylmethylene-2-oxazolyl group and application to the synthesis of a second generation HIV protease inhibitor

  摘要：

  Two syntheses of the title compound I were developed based on different approaches for installing the oxazole ring moiety. Formation and dehydration of ketoamide was initially used and scaled up to afford I on several kilogram scale, then oxazolyl anion/iminium coupling reaction was developed for a more convergent approach. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.01.103
• 作为产物：
  描述：

  3-溴-5-甲氧基吡啶 在 异丙基氯化镁 、 sodium methylate 作用下， 以 四氢呋喃 为溶剂， 生成 (8aS)-7-[2-[5-(5-methoxypyridin-3-yl)-1,3-oxazol-2-yl]propan-2-yl]-3,3-dimethyl-2-(2,2,2-trifluoroethyl)-5,6,8,8a-tetrahydroimidazo[1,5-a]pyrazin-1-one
  参考文献：
  名称：

  Approaches to installing a N-gem-dimethylmethylene-2-oxazolyl group and application to the synthesis of a second generation HIV protease inhibitor

  摘要：

  Two syntheses of the title compound I were developed based on different approaches for installing the oxazole ring moiety. Formation and dehydration of ketoamide was initially used and scaled up to afford I on several kilogram scale, then oxazolyl anion/iminium coupling reaction was developed for a more convergent approach. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.01.103