(5-Formyl-3-methyl-pyridin-2-yl)-carbamic acid tert-butyl ester | 748812-79-5

• 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-Formyl-3-methyl-pyridin-2-yl)-carbamic acid tert-butyl ester
• 英文别名: Tert-butyl 5-formyl-3-methylpyridin-2-ylcarbamate；tert-butyl N-(5-formyl-3-methylpyridin-2-yl)carbamate
• CAS: 748812-79-5
• 化学式: C₁₂H₁₆N₂O₃
• 分子量: 236.271
• InChiKey: FBPADPVQOVHSAT-UHFFFAOYSA-N

物化性质

• 沸点：
  328.3±42.0 °C(Predicted)
• 密度：
  1.183±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  68.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (5-Formyl-3-methyl-pyridin-2-yl)-carbamic acid tert-butyl ester 在 lithium aluminium tetrahydride 、 sodium methylate 、 sodium hydride 作用下， 以 甲醇 为溶剂， 生成 2-(6-tert-Butoxycarbonylamino-5-methyl-pyridin-3-ylmethyl)-2-(1H-imidazol-4-yl)-malonic acid dimethyl 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
• 作为产物：
  描述：

  一氧化碳 、 5-溴-3-甲基吡啶-2-基氨基甲酸叔丁酯 在 钯 三乙胺 作用下， 生成 (5-Formyl-3-methyl-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

文献信息

• Imidazole acetic acid TAFIa inhibitors: SAR studies centered around the basic P 1 ′ group
  作者：Philippe G Nantermet、James C Barrow、Stacey R Lindsley、MaryBeth Young、Shi-Shan Mao、Steven Carroll、Carolyn Bailey、Michele Bosserman、Dennis Colussi、Daniel R McMasters、Joseph P Vacca、Harold G Selnick

  DOI：10.1016/j.bmcl.2004.02.033

  日期：2004.5

  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.