反应详情

Add a solution of pyridine-3,5-dicarboxylic acid (220 mg, 1.32 mmol), diisopropylethylamine (918 μL, 5.28 mmol), and DMF (1.5 mL) in dichloromethane (10 mL) to 2-chlorotritylchloride resin (11.0 g, 1.1 mmol) in a peptide synthesis vessel and mix for 3 h. Filter and wash the resin with a 17:2:1 mixture of dichloromethane:methanol:diisopropylethylamine, followed by dichloromethane. Add a solution of methylpropylamine (225 μL, 2.2 mmol), and benzotriazole-1-yl-oxy-tris-pyrrolidinophosphonium hexafluorophosphate (1.14 g, 2.2 mmol) in dichloromethane (10 mL) to the resin and mix for 1 h. Filter and wash the resin with dichloromethane (2×10 mL). Add a solution of 5% trifluoroacetic acid in dichloromethane (10 mL) to the resin and let stand for 10 min. Filter the resin and wash with dichloromethane (2×10 mL). Combine the filtrates and concentrate to give the title compound (110 mg, 50%).

1. additionmix for 3 h
2. filtrationFilter
3. washwash the resin
4. additionwith a 17:2:1 mixture of dichloromethane
5. additionmix for 1 h
6. filtrationFilter
7. washwash the resin with dichloromethane (2×10 mL)
8. additionAdd a solution of 5% trifluoroacetic acid in dichloromethane (10 mL) to the resin
9. filtrationFilter the resin
10. washwash with dichloromethane (2×10 mL)
11. concentrationCombine the filtrates and concentrate