methyl 2-[(E)-2-[3,4-bis[[tert-butyl(dimethyl)silyl]oxy]phenyl]ethenyl]-8-methoxyquinoline-7-carboxylate | 403647-94-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl 2-[(E)-2-[3,4-bis[[tert-butyl(dimethyl)silyl]oxy]phenyl]ethenyl]-8-methoxyquinoline-7-carboxylate
• CAS: 403647-94-9
• 化学式: C₃₂H₄₅NO₅Si₂
• 分子量: 579.884
• InChiKey: CKBWWEHBMFOPBH-GHRIWEEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.97
• 重原子数：
  40
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  66.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl 2-[(E)-2-[3,4-bis[[tert-butyl(dimethyl)silyl]oxy]phenyl]ethenyl]-8-methoxyquinoline-7-carboxylate 在 N-溴代丁二酰亚胺(NBS) 、 正丁基锂 、 水 、 氢溴酸 作用下， 以 四氢呋喃 、 溶剂黄146 为溶剂， 反应 16.5h， 生成 2-[2-[(E)-2-(3,4-dihydroxyphenyl)vinyl]-8-hydroxy-7-quinolyl]-2-oxo-acetic acid
  参考文献：
  名称：

  HIV-1 replication inhibitors of the styrylquinoline class: incorporation of a masked diketo acid pharmacophore

  摘要：

  A novel variant of HIV-1 replication inhibitors of the styrylquinoline class, bearing an alpha -keto acid appendage at C-7, has been synthesized. Though completely inactive in in vitro experiments against HIV-1 integrase, this compound exhibited a significant antiviral activity (IC50 = 10 muM). (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01767-1
• 作为产物：
  描述：

  Methyl 8-methoxy-2-methylquinoline-7-carboxylate 在 吡啶 、 咪唑 、 水 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 27.0h， 生成 methyl 2-[(E)-2-[3,4-bis[[tert-butyl(dimethyl)silyl]oxy]phenyl]ethenyl]-8-methoxyquinoline-7-carboxylate
  参考文献：
  名称：

  HIV-1 replication inhibitors of the styrylquinoline class: incorporation of a masked diketo acid pharmacophore

  摘要：

  A novel variant of HIV-1 replication inhibitors of the styrylquinoline class, bearing an alpha -keto acid appendage at C-7, has been synthesized. Though completely inactive in in vitro experiments against HIV-1 integrase, this compound exhibited a significant antiviral activity (IC50 = 10 muM). (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01767-1

文献信息

• HIV-1 replication inhibitors of the styrylquinoline class: incorporation of a masked diketo acid pharmacophore
  作者：Fatima Zouhiri、Didier Desmaële、Jean d'Angelo、Michèle Ourevitch、Jean-François Mouscadet、Hervé Leh、Marc Le Bret

  DOI：10.1016/s0040-4039(01)01767-1

  日期：2001.11

  A novel variant of HIV-1 replication inhibitors of the styrylquinoline class, bearing an alpha -keto acid appendage at C-7, has been synthesized. Though completely inactive in in vitro experiments against HIV-1 integrase, this compound exhibited a significant antiviral activity (IC50 = 10 muM). (C) 2001 Elsevier Science Ltd. All rights reserved.