(S)2,2,2-三氟-1-(4-三氟甲基苯)乙胺盐酸盐 | 336105-44-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: (S)2,2,2-三氟-1-(4-三氟甲基苯)乙胺盐酸盐
• 英文名称: (S)-2,2,2-trifluoro-1-(4-(trifluoromethyl)phenyl)ethan-1-amine hydrochloride
• 英文别名: (S)-2,2,2-Trifluoro-1-(4-trifluoromethyl-phenyl)-ethylamine hydrochloride；(1S)-2,2,2-trifluoro-1-[4-(trifluoromethyl)phenyl]ethanamine;hydrochloride
• CAS: 336105-44-3
• 化学式: C₉H₇F₆N*ClH
• 分子量: 279.613
• InChiKey: KBJQMJLPMZXUCR-FJXQXJEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.69
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  26
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  (S)-2-methyl-N-((S)-2,2,2-trifluoro-1-(4-(trifluoromethyl)phenyl)ethyl)propane-2-sulfinamide 在 盐酸 、 甲醇 作用下， 以83%的产率得到(S)2,2,2-三氟-1-(4-三氟甲基苯)乙胺盐酸盐
  参考文献：
  名称：

  Rhodium-catalyzed diastereoselective 1,2-addition of arylboronic acids to chiral trifluoroethyl imine

  摘要：

  Rhodium-catalyzed 1,2-addition of arylboronic acids 4a-j to chiral trifluoroethyl imine 3 afforded diastereomerically enriched sulfinamides 5a-j. The chiral auxiliary of the sulfinamide products was readily removed under acidic methanolysis to provide the corresponding trifluoroethylamine analogs 6a-j. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.01.112

文献信息

• Stereodivergent trifluoromethylation of <i>N</i>-sulfinylimines by fluoroform with either organic-superbase or organometallic-base
  作者：Nagender Punna、Takuya Saito、Mikhail Kosobokov、Etsuko Tokunaga、Yuji Sumii、Norio Shibata

  DOI：10.1039/c8cc01526k

  日期：——

  Here we have successfully demonstrated the first stereodivergent direct nucleophilic trifluoromethylation of N-sulfinylimines using the potent greenhouse gas “HFC-23, fluoroform” with an organic-superbase or an organometallic-base in high yields and selectivity.

  在这里，我们成功地证明了使用强效温室气体“ HFC-23，氟仿”与有机超碱或有机金属碱的高收率和选择性，N-亚磺酰亚胺的第一个立体发散性直接亲核三氟甲基化反应。
• Stereoselective Nucleophilic Trifluoromethylation of N-(tert-Butylsulfinyl)imines by Using Trimethyl(trifluoromethyl)silane
  作者：G. K. Surya Prakash、Mihirbaran Mandal、George A. Olah

  DOI：10.1002/1521-3773(20010202)40:3<589::aid-anie589>3.0.co;2-9

  日期：2001.2.2

  A very general reaction is presented to achieve the nucleophilic transfer of "CF3 " to chiral N-(tert-butylsulfinyl)imines in high yield and high stereoselectivity. Tetrabutylammonium difluorotriphenylsilicate (TBAT) functions as a fluoride source, and aromatic, heterocyclic, and aliphatic sulfinylimines react smoothly. The high stereoselectivity suggests that the reaction proceeds through an open

  提出了非常普遍的反应，以高收率和高立体选择性实现了“ CF 3 ”向手性N-（叔丁基亚磺酰基）亚胺的亲核转移。四丁基三氟三苯基硅酸铵（TBAT）用作氟化物源，芳族，杂环和脂族亚磺酰亚胺反应平稳。高的立体选择性表明反应通过开放的过渡态进行。TMS ＝三甲基甲硅烷基。