ethyl 3-methyl-5-oxo-2-[(3-tert-butyldimethylsilanoxyl)propyl]-2,5-dihydroisoxazole-4-carboxylate | 868551-40-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl 3-methyl-5-oxo-2-[(3-tert-butyldimethylsilanoxyl)propyl]-2,5-dihydroisoxazole-4-carboxylate
• 英文别名: Ethyl 2-[3-[tert-butyl(dimethyl)silyl]oxypropyl]-3-methyl-5-oxo-1,2-oxazole-4-carboxylate
• CAS: 868551-40-0
• 化学式: C₁₆H₂₉NO₅Si
• 分子量: 343.495
• InChiKey: GSBCBWOETIJQRV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.34
• 重原子数：
  23
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  65.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl 3-methyl-5-oxo-2-[(3-tert-butyldimethylsilanoxyl)propyl]-2,5-dihydroisoxazole-4-carboxylate 在 盐酸 作用下， 以 水 、 溶剂黄146 为溶剂， 反应 8.0h， 以100%的产率得到N-(3-hydroxypropyl) hydroxylamine hydrochloride
  参考文献：
  名称：

  Azaindole Hydroxamic Acids are Potent HIV-1 Integrase Inhibitors

  摘要：

  HIV-1 integrase (IN) is one of three enzymes encoded by the HIV genome and is essential for viral replication. Recently, HIV-1 IN inhibitors have emerged as a new promising class of therapeutics. Herein, we report the discovery of azaindole carboxylic acids and azaindole hydroxamic acids as potent inhibitors of the HIV-1 IN enzyme and their structure-activity relationships. Several 4-fluorobenzyl substituted azaindole hydroxamic acids showed potent antiviral activities in cell-based assays and offered a structurally simple scaffold for the development of novel HIV-1 IN inhibitors.

  DOI：

  10.1021/jm900862n
• 作为产物：
  描述：

  (3-溴丙氧基)叔丁基二甲基硅烷 、 ethyl 3-methyl-5-oxo-2,5-dihydroisoxazole-4-carboxylate sodium salt 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以34%的产率得到ethyl 3-methyl-5-oxo-2-[(3-tert-butyldimethylsilanoxyl)propyl]-2,5-dihydroisoxazole-4-carboxylate
  参考文献：
  名称：

  Azaindole Hydroxamic Acids are Potent HIV-1 Integrase Inhibitors

  摘要：

  HIV-1 integrase (IN) is one of three enzymes encoded by the HIV genome and is essential for viral replication. Recently, HIV-1 IN inhibitors have emerged as a new promising class of therapeutics. Herein, we report the discovery of azaindole carboxylic acids and azaindole hydroxamic acids as potent inhibitors of the HIV-1 IN enzyme and their structure-activity relationships. Several 4-fluorobenzyl substituted azaindole hydroxamic acids showed potent antiviral activities in cell-based assays and offered a structurally simple scaffold for the development of novel HIV-1 IN inhibitors.

  DOI：

  10.1021/jm900862n