4-bromo-1-[2-(trimethylsilyl)ethoxycarbonylamino]isoquinoline | 942497-31-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 4-bromo-1-[2-(trimethylsilyl)ethoxycarbonylamino]isoquinoline
• 英文别名: 2-trimethylsilylethyl N-(4-bromoisoquinolin-1-yl)carbamate
• CAS: 942497-31-6
• 化学式: C₁₅H₁₉BrN₂O₂Si
• 分子量: 367.318
• InChiKey: BDIKIMHNDOWGHW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.88
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  51.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-bromo-1-[2-(trimethylsilyl)ethoxycarbonylamino]isoquinoline 、 在 tris-(dibenzylideneacetone)dipalladium(0) 、 三叔丁基膦 、 N-甲基二环己基胺 、 甲醇 、 四丁基氟化铵 作用下， 以 1,4-二氧六环 、 四氢呋喃 为溶剂， 反应 112.25h， 以46%的产率得到
  参考文献：
  名称：

  Novel azalides derived from 16-membered macrolides. III. Azalides modified at the C-15 and 4″ positions: Improved antibacterial activities

  摘要：

  The design and synthesis of 16-membered azalides modified at the C-15 and 4 '' positions are described. The compounds we report here are characterized by an arylpropenyl group attached to the C-15 position of macrolactone and a carbamoyl group at the C-4 '' position in a neutral sugar. Introduction of alkylcarbamoyl groups to the C-4 '' position was regioselectively achieved by unique and convenient methods via acyl migration. As a result of optimization at the C-3 and 15 positions, several compounds were found to have potent activity against mef- and erm-resistant bacterial strains. These results suggest that 16-membered azalides could be promising compounds as clinical candidates. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.02.017