2-[4-tert-butyl-1-(trifluoromethylsulfonyl)-2H-pyridin-2-yl]-2-methylpropanoic acid | 1204337-68-7

• 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: 2-[4-tert-butyl-1-(trifluoromethylsulfonyl)-2H-pyridin-2-yl]-2-methylpropanoic acid
• CAS: 1204337-68-7
• 化学式: C₁₄H₂₀F₃NO₄S
• 分子量: 355.378
• InChiKey: JGRWVLGMVVDLBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  83.1
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-[4-tert-butyl-1-(trifluoromethylsulfonyl)-2H-pyridin-2-yl]-2-methylpropanoic acid 在 N-溴代丁二酰亚胺(NBS) 、 碳酸氢钠 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以100%的产率得到(1R,5S,9S)-9-bromo-1-tert-butyl-4,4-dimethyl-6-(trifluoromethylsulfonyl)-2-oxa-6-azabicyclo[3.3.1]non-7-en-3-one
  参考文献：
  名称：

  An intramolecular journey of a carboxyl group around 1,2-dihydropyridines: multisite δ- versus γ-lactonization reactions

  摘要：

  In contrast to substituted 4-acetic acid 1,4-dihydropyridines, giving only 6-lactones upon intramolecular reactions, 2-substituted 1,2-dihydropyridines led, besides to 8-lactones, also to new, structurally interesting gamma-lactones as the result of a bromine-induced carbon-carbon double bond 'Umpolung'. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.10.038
• 作为产物：
  描述：

  4-叔丁基吡啶 、 三氟甲磺酸酐 、 双三甲基硅基二甲基烯酮乙醛 以 二氯甲烷 为溶剂， 以98%的产率得到2-[4-tert-butyl-1-(trifluoromethylsulfonyl)-2H-pyridin-2-yl]-2-methylpropanoic acid
  参考文献：
  名称：

  An intramolecular journey of a carboxyl group around 1,2-dihydropyridines: multisite δ- versus γ-lactonization reactions

  摘要：

  In contrast to substituted 4-acetic acid 1,4-dihydropyridines, giving only 6-lactones upon intramolecular reactions, 2-substituted 1,2-dihydropyridines led, besides to 8-lactones, also to new, structurally interesting gamma-lactones as the result of a bromine-induced carbon-carbon double bond 'Umpolung'. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.10.038

文献信息

• An intramolecular journey of a carboxyl group around 1,2-dihydropyridines: multisite δ- versus γ-lactonization reactions
  作者：Andrée Parlier、Catherine Kadouri-Puchot、Sandra Beaupierre、Nathalie Jarosz、Henri Rudler、Louis Hamon、Patrick Herson、Jean-Claude Daran

  DOI：10.1016/j.tetlet.2009.10.038

  日期：2009.12

  In contrast to substituted 4-acetic acid 1,4-dihydropyridines, giving only 6-lactones upon intramolecular reactions, 2-substituted 1,2-dihydropyridines led, besides to 8-lactones, also to new, structurally interesting gamma-lactones as the result of a bromine-induced carbon-carbon double bond 'Umpolung'. (C) 2009 Elsevier Ltd. All rights reserved.