2,3,5,6-Tetrafluor-4-mercapto-biphenyl | 784-15-6

• 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: 2,3,5,6-Tetrafluor-4-mercapto-biphenyl
• 英文别名: 2,3,5,6-Tetrafluoro-4-phenylbenzenethiol；2,3,5,6-tetrafluoro-4-phenylbenzenethiol
• CAS: 784-15-6
• 化学式: C₁₂H₆F₄S
• 分子量: 258.239
• InChiKey: AGLSMVFQRVQZEF-UHFFFAOYSA-N

物化性质

• 熔点：
  118-120 °C
• 沸点：
  280.1±40.0 °C(Predicted)
• 密度：
  1.402±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,3,5,6-Tetrafluor-4-mercapto-biphenyl 在 镍 作用下， 以 乙醇 为溶剂， 生成 2,3,5,6-四氟-1,1'-联苯
  参考文献：
  名称：

  Chaudhry,M.T.; Stephens,R., Journal of the Chemical Society, 1963, p. 4281 - 4283

  摘要：

  DOI：
• 作为产物：
  描述：

  2,3,4,5,6-五氟联苯 在 sodium hydrogensulfide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2,3,5,6-Tetrafluor-4-mercapto-biphenyl
  参考文献：
  名称：

  Chaudhry,M.T.; Stephens,R., Journal of the Chemical Society, 1963, p. 4281 - 4283

  摘要：

  DOI：

文献信息

• [EN] CYSTEINE ARYLATION DIRECTED BY A GENETICALLY ENCODABLE π-CLAMP<br/>[FR] ARYLATION DE CYSTÉINE DIRIGÉE PAR UN N-CLAMP ENCODABLE GÉNÉTIQUEMENT
  申请人：MASSACHUSETTS INST TECHNOLOGY

  公开号：WO2015175941A1

  公开（公告）日：2015-11-19

  Disclosed are methods of single-site-specific cysteine modification on peptide/protein molecules under physiologically relevant conditions. This process features several significant advantages over existing methods of peptide modification, such as specificity towards thiols over other nucleophiles (e.g., amines, hydroxyls), excellent functional group tolerance, and mild reaction conditions. Especially important is the specificity observed for thiols appearing in an X-Cys-Pro-X sequence over other thiols or disulfides, where X is Phe, Trp, or Tyr; under the inventive conditions, other cysteines or reactive functional groups on the same peptide/protein chain are not functionalized.

  披露了在生理条件下对肽/蛋白分子进行单位点特异性半胱氨酸修饰的方法。该过程具有几个显著优点，相比现有的肽修饰方法，如对硫醇具有特异性而不影响其他亲核试剂（如胺基、羟基）、良好的官能团容忍性和温和的反应条件。尤其重要的是，观察到对出现在X-Cys-Pro-X序列中的硫醇的特异性，而不影响其他硫醇或二硫键，其中X为Phe、Trp或Tyr；在创新的条件下，同一肽/蛋白链上的其他半胱氨酸或反应性官能团不会发生功能化。
• Cu(I)/Chiral Bisoxazoline‐Catalyzed Enantioselective Doyle‐Kirmse Reaction of Allenyl Sulfides with <i>α</i> ‐Diazoesters
  作者：Kang Wang、Shu‐Sen Li、Jianbo Wang

  DOI：10.1002/chem.202200170

  日期：2022.4.12

  A Cu(I)/chiral bisoxazoline-catalyzed enantioselective Doyle-Kirmse reaction of polyfluoroaryl allenyl sulfides with α-diazoesters, generating chiral tertiary homopropargylic sulfides in good enantioselectivities under mild conditions.

  Cu(I)/手性双恶唑啉催化的多氟芳基烯基硫化物与α-重氮酯的对映选择性 Doyle-Kirmse 反应，在温和条件下生成具有良好对映选择性的手性叔丙炔丙基硫化物。
• Modification of Peptides via SNAr Reactions of Thiols with Fluorinated Aromatics
  申请人：Pentelute Bradley L.

  公开号：US20140113871A1

  公开（公告）日：2014-04-24

  Disclosed are compounds and methods relating to a chemical transformation for the conjugation of unprotected peptide biomolecules via a S N Ar process between highly fluorinated aryl moieties and thiols (“fluoroaryl-thiol-click”).
• Cysteine Arylation Directed by a Genetically Encodable Pi-Clamp
  申请人：Pentelute Bradley L.

  公开号：US20150329590A1

  公开（公告）日：2015-11-19

  Disclosed are methods of single-site-specific cysteine modification on peptide/protein molecules under physiologically relevant conditions. This process features several significant advantages over existing methods of peptide modification, such as specificity towards thiols over other nucleophiles (e.g., amines, hydroxyls), excellent functional group tolerance, and mild reaction conditions. Especially important is the specificity observed for thiols appearing in an X-Cys-Pro-X sequence over other thiols or disulfides, where X is Phe, Trp, or Tyr; under the inventive conditions, other cysteines or reactive functional groups on the same peptide/protein chain are not functionalized.
• US9018172B2
  申请人：——

  公开号：US9018172B2

  公开（公告）日：2015-04-28