4-(2-Benzyloxy-4-fluoro-phenyl)-2,6-diisopropyl-5-vinyl-nicotinic acid methyl ester | 503559-74-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4-(2-Benzyloxy-4-fluoro-phenyl)-2,6-diisopropyl-5-vinyl-nicotinic acid methyl ester
• 英文别名: Methyl 5-ethenyl-4-(4-fluoro-2-phenylmethoxyphenyl)-2,6-di(propan-2-yl)pyridine-3-carboxylate；methyl 5-ethenyl-4-(4-fluoro-2-phenylmethoxyphenyl)-2,6-di(propan-2-yl)pyridine-3-carboxylate
• CAS: 503559-74-8
• 化学式: C₂₈H₃₀FNO₃
• 分子量: 447.55
• InChiKey: CLBPYPVVOBNDEK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  33
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  48.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(2-Benzyloxy-4-fluoro-phenyl)-2,6-diisopropyl-5-vinyl-nicotinic acid methyl ester 在 lithium aluminium tetrahydride 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 、 甲苯 为溶剂， 反应 0.5h， 生成 1-[4-(2-Benzyloxy-4-fluoro-phenyl)-2,6-diisopropyl-5-vinyl-pyridin-3-yl]-ethanol
  参考文献：
  名称：

  Integration of optimized substituent patterns to produce highly potent 4-aryl-pyridine glucagon receptor antagonists

  摘要：

  Optimized substituent patterns in 4-arul-puridine glucagon receptor antagonists were merged to produce highly potent derivatives containing both a 3-[(1R)-hydroxyethyl] and a 2'-hydroxy group. Due to restricted rotation of the phenyl-pyridine bond, these analogues exist as four isomers. A diastereoselective methylcopper reaction as developed to facilitate the synthesis, and single isomers ere isolated with activities in the range IC50 = 10 25 nM. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00736-9
• 作为产物：
  描述：

  dimethyl 2,6-diisopropyl-4-oxo-2H-pyran-3,5-dicarboxylate 在 氨 、 potassium carbonate 、 红铝 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 丙酮 为溶剂， 生成 4-(2-Benzyloxy-4-fluoro-phenyl)-2,6-diisopropyl-5-vinyl-nicotinic acid methyl ester
  参考文献：
  名称：

  Integration of optimized substituent patterns to produce highly potent 4-aryl-pyridine glucagon receptor antagonists

  摘要：

  Optimized substituent patterns in 4-arul-puridine glucagon receptor antagonists were merged to produce highly potent derivatives containing both a 3-[(1R)-hydroxyethyl] and a 2'-hydroxy group. Due to restricted rotation of the phenyl-pyridine bond, these analogues exist as four isomers. A diastereoselective methylcopper reaction as developed to facilitate the synthesis, and single isomers ere isolated with activities in the range IC50 = 10 25 nM. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00736-9