Benzyl 2-{[2,6-bis(N-tert-butoxycarbonyl-L-phenylalanylamino)-4-pyridyl]oxy} acetate | 350697-56-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Benzyl 2-{[2,6-bis(N-tert-butoxycarbonyl-L-phenylalanylamino)-4-pyridyl]oxy} acetate
• CAS: 350697-56-2
• 化学式: C₄₂H₄₉N₅O₉
• 分子量: 767.879
• InChiKey: ISWSRQTXKLUECS-LQJZCPKCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.35
• 重原子数：
  56.0
• 可旋转键数：
  15.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  183.28
• 氢给体数：
  4.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  Benzyl 2-{[2,6-bis(N-tert-butoxycarbonyl-L-phenylalanylamino)-4-pyridyl]oxy} acetate 在 10percent Pd/C 氢气 、 sodium carbonate 作用下， 以 1,4-二氧六环 、 甲醇 、 二氯甲烷 为溶剂， 反应 16.5h， 生成 2-{2,6-Bis[N-(9-fluorenylmethoxycarbonyl)-L-phenylalanyl]-4-pyridyloxy} acetic acid
  参考文献：
  名称：

  Identification of Sequence Selective Receptors for Peptides with a Carboxylic Acid Terminus

  摘要：

  Split-and-mix libraries of resin-bound "tweezer" receptors have been prepared and screened to identify receptors for dye-labelled tripeptides. The receptors incorporate a diamidopyridine unit to serve as a specific recognition site for the CO2H group, leading to strong and selective receptors for peptide guests with a CO2H terminus. The role of the dye-label, attached to the peptide guest to allow visualisation of selective recognition events in the screening experiments, has also been examined and was found to have a significant influence on the binding selectivities.

  DOI：

  10.1002/1521-3765(20010504)7:9<1889::aid-chem1889>3.0.co;2-7
• 作为产物：
  描述：

  (2,6-Diamino-pyridin-4-yloxy)-acetic acid benzyl ester 在 10percent Pd/C N,O-双三甲硅基乙酰胺 、 ammonium formate 、 potassium carbonate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 29.5h， 生成 Benzyl 2-{[2,6-bis(N-tert-butoxycarbonyl-L-phenylalanylamino)-4-pyridyl]oxy} acetate
  参考文献：
  名称：

  Identification of Sequence Selective Receptors for Peptides with a Carboxylic Acid Terminus

  摘要：

  Split-and-mix libraries of resin-bound "tweezer" receptors have been prepared and screened to identify receptors for dye-labelled tripeptides. The receptors incorporate a diamidopyridine unit to serve as a specific recognition site for the CO2H group, leading to strong and selective receptors for peptide guests with a CO2H terminus. The role of the dye-label, attached to the peptide guest to allow visualisation of selective recognition events in the screening experiments, has also been examined and was found to have a significant influence on the binding selectivities.

  DOI：

  10.1002/1521-3765(20010504)7:9<1889::aid-chem1889>3.0.co;2-7

文献信息

• Identification of Sequence-Selective Receptors for Peptides with a Carboxylic Acid Terminus
  作者：Thilo Fessmann、Jeremy D. Kilburn

  DOI：10.1002/(sici)1521-3773(19990712)38:13/14<1993::aid-anie1993>3.0.co;2-h

  日期：1999.7.12

  A combinatorial library of "tweezer" receptors, which incorporate a diamidopyridine unit to provide a specific binding site for a CO2H group (see picture), can be screened to identify sequence-selective receptors for chosen peptide guests with a CO2H terminus.