6-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-((2-(N-(5-chloropyridin-2-yl)-1,1,1-trifluoromethylsulfonamido)ethyl)amino)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)spiro[3.3]hept-5-ene-2,2-dicarboxylic acid | 1449661-11-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 6-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-((2-(N-(5-chloropyridin-2-yl)-1,1,1-trifluoromethylsulfonamido)ethyl)amino)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)spiro[3.3]hept-5-ene-2,2-dicarboxylic acid
• 英文别名: 2-[(1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-[2-[(5-chloro-2-pyridyl)-(trifluoromethylsulfonyl)amino]ethylamino]-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-1,2,3,4,5,6,7,7a,11,11b,12,13,13a,13b-tetradecahydrocyclopenta[a]chrysen-9-yl]spiro[3.3]hept-2-ene-6,6-dicarboxylic acid；6-[(1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-[2-[(5-chloropyridin-2-yl)-(trifluoromethylsulfonyl)amino]ethylamino]-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,11,11b,12,13,13a,13b-tetradecahydrocyclopenta[a]chrysen-9-yl]spiro[3.3]hept-6-ene-2,2-dicarboxylic acid
• CAS: 1449661-11-3
• 化学式: C₄₆H₆₁ClF₃N₃O₆S
• 分子量: 876.521
• InChiKey: ZVBPQBHLZXDUCP-DDXWBAFXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.2
• 重原子数：
  60
• 可旋转键数：
  10
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  145
• 氢给体数：
  3
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  diisopropyl 6-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-((2-(N-(5-chloropyridin-2-yl)-1,1,1-trifluoromethylsulfonamido)ethyl)amino)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)spiro[3.3]hept-5-ene-2,2-dicarboxylate 、 sodium hydroxide 、 盐酸 在 crude product 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 反应 3.0h， 以to give 6-((1R,3 aS,5aR,5bR,7aR,11aS,11bR,13 aR,13bR)-3a-((2-(N-(5-chloropyridin-2-yl)-1,1,1-trifluoromethylsulfonamido)ethyl)amino)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)spiro[3.3]hept-5-ene-2,2-dicarboxylic acid in 47% yield as a solid的产率得到6-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-((2-(N-(5-chloropyridin-2-yl)-1,1,1-trifluoromethylsulfonamido)ethyl)amino)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)spiro[3.3]hept-5-ene-2,2-dicarboxylic acid
  参考文献：
  名称：

  C-3 CYCLOALKENYL TRITERPENOIDS WITH HIV MATURATION INHIBITORY ACTIVITY

  摘要：

  本文提供了具有药物和生物影响性质的化合物、它们的制药组合物和使用方法。特别提供了具有独特的抗病毒活性的C-3环烯基三萜类化合物，作为HIV成熟抑制剂，如公式I、II、III和IV所表示的化合物：其中X可以是C4-8环烷基、C4-8环烯基、C4-9螺环烷基、C4-9螺环烯基、C4-8氧杂环烷基、C4-8二氧杂环烷基、C6-8氧杂环烯基、C6-8二氧杂环烯基、C6-9氧杂螺环烷基或C6-9氧杂螺环烯基环。这些化合物对治疗HIV和艾滋病有用。

  公开号：

  US20130210787A1

文献信息

• C-3 cycloalkenyl triterpenoids with HIV maturation inhibitory activity
  申请人：Bristol-Myers Squibb Company

  公开号：US08906889B2

  公开（公告）日：2014-12-09

  Compounds having drug and bio-affecting properties, their pharmaceutical compositions and methods of use are set forth. In particular, C-3 cycloalkenyl triterpenoids that possess unique antiviral activity are provided as HIV maturation inhibitors, as represented by compounds of Formulas I, II, III and IV: wherein X can be a C4-8 cycloalkyl, C4-8 cycloalkenyl, C4-9 spirocycloalkyl, C4-9 spirocycloalkenyl, C4-8 oxacycloalkyl, C4-8 dioxacycloalkyl, C6-8 oxacycloalkenyl, C6-8 dioxacycloalkenyl, C6-9 oxaspirocycloalkyl, or C6-9 oxaspirocycloalkenyl ring. These compounds are useful for the treatment of HIV and AIDS.

  本文提供了具有药物和生物作用特性的化合物，它们的制药组合物和使用方法。特别是，提供了具有独特的抗病毒活性的C-3环烯基三萜类化合物，作为HIV成熟抑制剂，如公式I、II、III和IV所示的化合物： 其中X可以是C4-8环烷基、C4-8环烯基、C4-9螺环烷基、C4-9螺环烯基、C4-8氧杂环烷基、C4-8二氧杂环烷基、C6-8氧杂环烯基、C6-8二氧杂环烯基、C6-9氧杂螺环烷基或C6-9氧杂螺环烯基环。这些化合物对治疗HIV和艾滋病有用。
• US8906889B2
  申请人：——

  公开号：US8906889B2

  公开（公告）日：2014-12-09
• [EN] C-3 CYCLOALKENYL TRITERPENOIDS WITH HIV MATURATION INHIBITORY ACTIVITY<br/>[FR] CYCLOALCÉNYL TRITERPÉNOÏDES EN C-3 AYANT UNE ACTIVITÉ INHIBITRICE DE LA MATURATION DU VIH
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2013123019A1

  公开（公告）日：2013-08-22

  Compounds having drug and bio-affecting properties, their pharmaceutical compositions and methods of use are set forth. In particular, C-3 cycloalkenyl triterpenoids that possess unique antiviral activity are provided as HIV maturation inhibitors, as represented by compounds of Formulas I, II, III and IV: wherein X can be a C4-8 cycloalkyl, C4-8 cycloalkenyl, C4-9 spirocycloalkyl, C4-9 spirocycloalkenyl, C4-8 oxacycloalkyl, C4-8 dioxacycloalkyl, C6-8 oxacycloalkenyl, C6-8 dioxacycloalkenyl, C6-9 oxaspirocycloalkyl, or C6-9 oxaspirocycloalkenyl ring. These compounds are useful for the treatment of HIV and AIDS.