4-{1-[5-(4-chloro-phenyl)-oxazol-2-yl]-1-methyl-ethyl}-1-[5-(2,2-dimethyl-3a,9b-dihydro-4H-chromeno[4,3-d]oxazol-1-yl)-2-hydroxy-5-oxo-4-thieno[3,2-c]pyridin-2-ylmethyl-pentyl]-piperazine-2-carboxylic acid (2,2,2-trifluoro-ethyl)-amide | 870774-03-1

• 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: 4-{1-[5-(4-chloro-phenyl)-oxazol-2-yl]-1-methyl-ethyl}-1-[5-(2,2-dimethyl-3a,9b-dihydro-4H-chromeno[4,3-d]oxazol-1-yl)-2-hydroxy-5-oxo-4-thieno[3,2-c]pyridin-2-ylmethyl-pentyl]-piperazine-2-carboxylic acid (2,2,2-trifluoro-ethyl)-amide
• CAS: 870774-03-1
• 化学式: C₄₄H₄₈ClF₃N₆O₆S
• 分子量: 881.416
• InChiKey: OXWNNKWHMOUIQB-SUFVEGFNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.21
• 重原子数：
  61.0
• 可旋转键数：
  12.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  133.5
• 氢给体数：
  2.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  4-{1-[5-(4-chloro-phenyl)-oxazol-2-yl]-1-methyl-ethyl}-1-[5-(2,2-dimethyl-3a,9b-dihydro-4H-chromeno[4,3-d]oxazol-1-yl)-2-hydroxy-5-oxo-4-thieno[3,2-c]pyridin-2-ylmethyl-pentyl]-piperazine-2-carboxylic acid (2,2,2-trifluoro-ethyl)-amide 在 盐酸 作用下， 以 甲醇 、 乙醚 为溶剂， 以47%的产率得到(2S)-4-[1-[5-(4-chlorophenyl)oxazol-2-yl]-1-methyl-ethyl]-1-[(2S,4S)-2-hydroxy-5-[[(3S,4S)-3-hydroxychroman-4-yl]amino]-5-oxo-4-(thieno[3,2-c]pyridin-2-ylmethyl)pentyl]-N-(2,2,2-trifluoroethyl)piperazine-2-carboxamide
  参考文献：
  名称：

  Orally bioavailable highly potent HIV protease inhibitors against PI-resistant virus

  摘要：

  Efforts directed to identifying potent HIV protease inhibitors (PI) have yielded a class of compounds that are not only very active against wild-type (NL4-3) HIV virus but also very potent against a panel of PI-resistant viral isolates. Chemistry and biology are described. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.08.072
• 作为产物：
  描述：

  (9CI)-噻吩并[3,2-c]吡啶-2-羧醛 在 palladium on activated charcoal sodium hydroxide 、 N-碘代丁二酰亚胺 、 D(+)-10-樟脑磺酸 、 氢气 、 sodium hydride 、 碳酸氢钠 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三乙胺 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 乙酸乙酯 、 异丙醇 为溶剂， 生成 4-{1-[5-(4-chloro-phenyl)-oxazol-2-yl]-1-methyl-ethyl}-1-[5-(2,2-dimethyl-3a,9b-dihydro-4H-chromeno[4,3-d]oxazol-1-yl)-2-hydroxy-5-oxo-4-thieno[3,2-c]pyridin-2-ylmethyl-pentyl]-piperazine-2-carboxylic acid (2,2,2-trifluoro-ethyl)-amide
  参考文献：
  名称：

  Orally bioavailable highly potent HIV protease inhibitors against PI-resistant virus

  摘要：

  Efforts directed to identifying potent HIV protease inhibitors (PI) have yielded a class of compounds that are not only very active against wild-type (NL4-3) HIV virus but also very potent against a panel of PI-resistant viral isolates. Chemistry and biology are described. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.08.072