反应详情

Rink-amide-resin (loading: 0.43 mmol/g, 6.66 g, 2.86 mmol) was swelled with dichloromethane (50 ml). The solvent was removed. A 20% solution of piperidine in N-methylpyrrolidinone was added (50 ml). The reactor was shaken for 20 min. The liquid was removed. The resin was washed with N-methylpyrrolidinone (3×50 ml) and dichloromethane (5×50 ml). A solution of BOC-Lys(FMOC)-OH (5.37 g, 11.5 mmol) in N-methylpyrrolidinone (50 ml) and a solution of 1-hydroxybenzotriazole (1.75 g, 11.5 mmol) in N-methylpyrrolidinone (20 ml) were added successively. Diisopropylcarbodiimide (1.79 ml, 11.5 mmol) and ethyldiisopropylamine (1.96 ml, 11.5 mmol) were added. The reactor was shaken at room temperature for 16 h. The liquid was removed. The resin was washed with N-methylpyrrolidinone (3×50 ml) and dichloromethane (3×50 ml). A solution of 4-acetylbenzoic acid (2.82 g, 11.5 mmol) in N-methylpyrrolidinone (50 ml) and a solution of 1-hydroxybenzotriazole (1.75 g, 11.5 mmol) in N-methylpyrrolidinone (20 ml) were added successively. Diisopropylcarbodiimide (1.79 ml, 11.5 mmol) and ethyldiisopropylamine (1.96 ml, 11.5 mmol) were added. The reactor was shaken at room temperature for 16 h. The resin was washed with N-methylpyrrolidinone (3×50 ml) and dichloromethane (3×50 ml). A solution of 50% of trifluoroacetic acid and 10% triisopropylsilane in dichloromethane (50 ml) was added to the resin. The reaction vessel was shaken for 1 h at room temperature. The liquid was collected. The solvent was removed in vacuo. The residue was redissolved in toluene (50 ml). The solvent was removed in vacuo.

1. customThe solvent was removed
2. additionA 20% solution of piperidine in N-methylpyrrolidinone was added (50 ml)
3. customThe liquid was removed
4. washThe resin was washed with N-methylpyrrolidinone (3×50 ml) and dichloromethane (5×50 ml)
5. stirringThe reactor was shaken at room temperature for 16 h
6. customThe liquid was removed
7. washThe resin was washed with N-methylpyrrolidinone (3×50 ml) and dichloromethane (3×50 ml)
8. stirringThe reactor was shaken at room temperature for 16 h
9. washThe resin was washed with N-methylpyrrolidinone (3×50 ml) and dichloromethane (3×50 ml)
10. additionA solution of 50% of trifluoroacetic acid and 10% triisopropylsilane in dichloromethane (50 ml) was added to the resin
11. stirringThe reaction vessel was shaken for 1 h at room temperature
12. customThe liquid was collected
13. customThe solvent was removed in vacuo
14. dissolutionThe residue was redissolved in toluene (50 ml)
15. customThe solvent was removed in vacuo