2-chloro-4'-carboxytriphenylmethanol pentafluorophenyl ester | 172976-56-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: 2-chloro-4'-carboxytriphenylmethanol pentafluorophenyl ester
• CAS: 172976-56-6
• 化学式: C₂₆H₁₄ClF₅O₃
• 分子量: 504.84
• InChiKey: SDAIDEDSYHNZNH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.54
• 重原子数：
  35.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-chloro-4'-carboxytriphenylmethanol pentafluorophenyl ester 在 乙酰溴 作用下， 以 二氯甲烷 为溶剂， 反应 1.25h， 生成 4-[Bromo-(2-chloro-phenyl)-phenyl-methyl]-benzoic acid pentafluorophenyl ester
  参考文献：
  名称：

  Synthesis of the 3-Repeat Region of Human Tau-2 by the Solid Phase Assembly of Backbone Amide-Protected Segments

  摘要：

  The synthesis, purification, and use of N-(2-acetoxy-4-methoxybenzyl)(AcHmb) backbone amide protected segments in the preparation of Asp(158)-Leu(251) from the 3-repeat region of human tau-2 has been investigated. Fmoc/tert-butyl based(1,2) fully protected segments of 9-21 residues, containing appropriately placed AcHmb protection were prepared on Polyhipe SU500 resin through a 2-chlorotrityl linker. Protected segments, cleaved with 0.75% trifluoroacetic acid in dichloromethane, were easily purified in 100s of milligram quantities by either silica gel chromatography or standard aqueous acetonitrile based reverse phase preparative HPLC. Purified protected segments, typically soluble at >500 mg mL(-1) in dimethylformamide, coupled efficiently and economically to a growing resin-bound assembly, to give the 94-mer human tau-2 with an overall purified yield of 2.50 mu mol (16.7%).

  DOI：

  10.1021/ja00152a005
• 作为产物：
  描述：

  五氟苯酚 、 4-[(2-氯苯基)(羟基)苯基甲基]苯甲酸 在 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以80.3%的产率得到2-chloro-4'-carboxytriphenylmethanol pentafluorophenyl ester
  参考文献：
  名称：

  Synthesis of the 3-Repeat Region of Human Tau-2 by the Solid Phase Assembly of Backbone Amide-Protected Segments

  摘要：

  The synthesis, purification, and use of N-(2-acetoxy-4-methoxybenzyl)(AcHmb) backbone amide protected segments in the preparation of Asp(158)-Leu(251) from the 3-repeat region of human tau-2 has been investigated. Fmoc/tert-butyl based(1,2) fully protected segments of 9-21 residues, containing appropriately placed AcHmb protection were prepared on Polyhipe SU500 resin through a 2-chlorotrityl linker. Protected segments, cleaved with 0.75% trifluoroacetic acid in dichloromethane, were easily purified in 100s of milligram quantities by either silica gel chromatography or standard aqueous acetonitrile based reverse phase preparative HPLC. Purified protected segments, typically soluble at >500 mg mL(-1) in dimethylformamide, coupled efficiently and economically to a growing resin-bound assembly, to give the 94-mer human tau-2 with an overall purified yield of 2.50 mu mol (16.7%).

  DOI：

  10.1021/ja00152a005