[2-(3-trifluoromethylphenyl)ethyl]carbamic acid tert-butyl ester | 928628-19-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [2-(3-trifluoromethylphenyl)ethyl]carbamic acid tert-butyl ester
• 英文别名: 3-(Trifluoromethyl)phenethylcarbamic acid tert-butyl ester；tert-butyl N-[2-[3-(trifluoromethyl)phenyl]ethyl]carbamate
• CAS: 928628-19-7
• 化学式: C₁₄H₁₈F₃NO₂
• 分子量: 289.298
• InChiKey: XTYHPIRBWHPPOI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [2-(3-trifluoromethylphenyl)ethyl]carbamic acid tert-butyl ester 在 偶氮二异丁腈 、 三氧化硫吡啶 、 sodium hydride 作用下， 生成 tert-butyl {3-[(2-oxoethyl)thio]propyl}{2-[3-(trifluoromethyl)phenyl]ethyl}carbamate
  参考文献：
  名称：

  Design-driven LO: The discovery of new ultra long acting dibasic β2-adrenoceptor agonists

  摘要：

  Starting with the molecular scaffold of the DA(2)/beta(2) dual agonist sibenadet ( Viozan (TM)), a number of molecular changes were incorporated, which were designed to increase the potency and selectivity of the target molecule, and improve its pharmacokinetics. Through this process a novel, high potency, full beta(2)-agonist with high selectivity and long duration capable of being dosed once daily has been discovered. (C) 2011 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2011.05.097
• 作为产物：
  描述：

  N-(叔丁氧羰基)乙醇胺 在 咪唑 、 sodium periodate 、 lithium chloro-isopropyl-magnesium chloride 、 氯化亚砜 、 ruthenium(IV) oxide hydrate 作用下， 以 乙醚 、 二氯甲烷 、 水 为溶剂， 反应 26.5h， 生成 [2-(3-trifluoromethylphenyl)ethyl]carbamic acid tert-butyl ester
  参考文献：
  名称：

  Ring opening of cyclic sulfamidates with bromophenyl metal reagents: complementarity of sulfamidates and aziridines

  摘要：

  Bromophenyl magnesium reagents generated via a Knochel type magnesium halogen exchange of aryl iodides undergo regioselective ring opening of cyclic primary and secondary N-Boc sulfamidates in good to excellent yields. With secondary sulfamidates the reaction proceeds with clean inversion of the stereochemistry. This protocol complements the ring opening of aziridines with bromophenyl metal reagents and extends its scope to secondary substrates. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.07.123