(5-Bromomethyl-3-fluoro-pyridin-2-yl)-carbamic acid tert-butyl ester | 748813-56-1

• 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: (5-Bromomethyl-3-fluoro-pyridin-2-yl)-carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-[5-(bromomethyl)-3-fluoropyridin-2-yl]carbamate
• CAS: 748813-56-1
• 化学式: C₁₁H₁₄BrFN₂O₂
• 分子量: 305.147
• InChiKey: RAUICVPITFGCHC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.46
• 重原子数：
  17.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  51.22
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (5-Bromomethyl-3-fluoro-pyridin-2-yl)-carbamic acid tert-butyl ester 在 盐酸 、 sodium hydride 作用下， 生成 3-(6-Amino-5-fluoro-pyridin-3-yl)-2-(1H-imidazol-4-yl)-propionic acid
  参考文献：
  名称：

  Imidazole acetic acid TAFIa inhibitors: SAR studies centered around the basic P 1 ′ group

  摘要：

  Structural modifications of the aminopyridine P'(1), group of imidazole acetic acid based TAFla inhibitors led to the discovery of the aminocyclopentyl analog 28, a 1 nM TAFla inhibitor with CLT50 functional activity of 14 nM but without selectivity against CPB. While not as active, aminobutyl derivative 27 provided an improved 6.7-fold selectivity for TAFla versus CPB. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.02.033
• 作为产物：
  描述：

  (3-Fluoro-5-formyl-pyridin-2-yl)-carbamic acid tert-butyl ester 在 lithium aluminium tetrahydride 作用下， 生成 (5-Bromomethyl-3-fluoro-pyridin-2-yl)-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Imidazole acetic acid TAFIa inhibitors: SAR studies centered around the basic P 1 ′ group

  摘要：

  Structural modifications of the aminopyridine P'(1), group of imidazole acetic acid based TAFla inhibitors led to the discovery of the aminocyclopentyl analog 28, a 1 nM TAFla inhibitor with CLT50 functional activity of 14 nM but without selectivity against CPB. While not as active, aminobutyl derivative 27 provided an improved 6.7-fold selectivity for TAFla versus CPB. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.02.033