2-hydroxy-4,4'-bis(methylthio)benzophenone | 136669-91-5

• 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-hydroxy-4,4'-bis(methylthio)benzophenone
• 英文别名: 4,4'-Bis(methylthio)-2-hydroxybenzophenone；4.4'-BIS(METHYLTHIO)-2-HYDROXYBENZOPHENONE；(2-Hydroxy-4-methylsulfanylphenyl)-(4-methylsulfanylphenyl)methanone
• CAS: 136669-91-5
• 化学式: C₁₅H₁₄O₂S₂
• 分子量: 290.407
• InChiKey: DYCQNPJIANYSOK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  87.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-溴丁酸甲酯 、 2-hydroxy-4,4'-bis(methylthio)benzophenone 在 aluminum oxide 、 potassium fluoride 作用下， 以 乙腈 为溶剂， 反应 48.0h， 生成 Methyl 4-[5-methylsulfanyl-2-(4-methylsulfanylbenzoyl)phenoxy]butanoate 、 Methyl 4-[6-methylsulfanyl-2-(4-methylsulfanylbenzoyl)-9-oxoxanthen-3-yl]oxybutanoate
  参考文献：
  名称：

  Unusual KF/Al2O3 promoted tandem electrophilic-nucleophilic aromatic substitution leading to the xanthone formation

  摘要：

  Formation of xanthone (III) by the KF/Al2O3 mediated O-alkylation of 2-hydroxybenzophenone (I) is described and mechanistic rationalization is proposed for this unexpected side-reaction.

  DOI：

  10.1016/s0040-4039(00)60122-3
• 作为产物：
  描述：

  茴香硫醚 、 2-甲氧基-4-(甲硫基)苯甲酰氯 在 三氯化铝 作用下， 以 1,2-二氯乙烷 为溶剂， 生成 2-hydroxy-4,4'-bis(methylthio)benzophenone 、 (2-methoxy-4-methylsulfanylphenyl)-(4-methylsulfanylphenyl)methanone
  参考文献：
  名称：

  Safety-catch anchoring linkage for synthesis of peptide amides by Boc/Fmoc strategy

  摘要：

  2-Methoxy-4,4'-bis(methylthio)benzhydrylamine (10) and the corresponding disulfoxide were prepared and tested as a model amide protecting groups for their stability toward acidic conditions. Subsequently, the novel 4-[4,4'-bis(methylsulfinyl)-2-oxy-(9-fluorenylmethyloxycarbonyl) benzhydrylamino]butanoic acid (SCAL) handle (9) has been prepared and applied to solid-phase peptide synthesis of C-terminal peptide amide using both 9-fluorenylmethyloxycarbonyl (Fmoc) and tert-butyloxycarbonyl (Boc) groups for N-alpha-amino protection.

  DOI：

  10.1016/s0040-4039(00)79406-8

文献信息

• Safety-catch anchoring linkage for synthesis of peptide amides by Boc/Fmoc strategy
  作者：Marcel Pátek、Michal Lebl

  DOI：10.1016/s0040-4039(00)79406-8

  日期：1991.7

  2-Methoxy-4,4'-bis(methylthio)benzhydrylamine (10) and the corresponding disulfoxide were prepared and tested as a model amide protecting groups for their stability toward acidic conditions. Subsequently, the novel 4-[4,4'-bis(methylsulfinyl)-2-oxy-(9-fluorenylmethyloxycarbonyl) benzhydrylamino]butanoic acid (SCAL) handle (9) has been prepared and applied to solid-phase peptide synthesis of C-terminal peptide amide using both 9-fluorenylmethyloxycarbonyl (Fmoc) and tert-butyloxycarbonyl (Boc) groups for N-alpha-amino protection.
• SUBSTITUTED BENZHYDRYLAMINES AS HANDLES FOR SOLID PHASE PEPTIDE SYNTHESIS
  申请人：LEBL, Michal

  公开号：EP0579785A1

  公开（公告）日：1994-01-26
• EP0579785A4
  申请人：——

  公开号：EP0579785A4

  公开（公告）日：1994-07-06
• US5684131A
  申请人：——

  公开号：US5684131A

  公开（公告）日：1997-11-04
• US5891995A
  申请人：——

  公开号：US5891995A

  公开（公告）日：1999-04-06