反应详情

To a solution of 84 mg of (2S)-2-amino-N5-triphenylmethyl-N1-(3-{((3R)-1-cyclohexylmethyl-3-piperidyl)methyl}amino-3-oxopropyl)pentanediamide monohydrochloride in 1.5 ml of chloroform, 0.052 ml of N,N-diisopropylethylamine was added at room temperature, followed by an hour's stirring at the same temperature. Then 39 mg of 3,3,3-triphenylpropionic acid, 24 mg of 1-hydroxy-benzotriazole monohydrate and 31 mg of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide monohydrochloride were added at room temperature by the order stated, followed by 17 hours' stirring at the same temperature. The reaction liquid was rendered weakly basic with saturated aqueous sodium bicarbonate solution, extracted with chloroform and dried over anhydrous sodium sulfate. Distilling the solvent off, the resultant residue was dissolved in 1 ml of chloroform, and to the solution 1 ml of trifluoroacetic acid was added at room temperature, followed by 20 minutes' stirring at the same temperature. The reaction liquid was rendered weakly basic with saturated aqueous sodium bicarbonate solution, extracted with chloroform and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and the resultant residue was purified with preparative thin layer chromatography (Kieselgel™60F254, Art 5744 (Merck), chloroform/methanol/28% aqueous ammonia=90/10/1) to provide 43 mg of the title compound as a white solid.

1. waitfollowed by an hour
2. stirring' stirring at the same temperature
3. customThe reaction liquid
4. extractionextracted with chloroform
5. dry with materialdried over anhydrous sodium sulfate
6. distillationDistilling the solvent off, the resultant residue
7. dissolutionwas dissolved in 1 ml of chloroform
8. additionto the solution 1 ml of trifluoroacetic acid was added at room temperature
9. waitfollowed by 20 minutes
10. stirring' stirring at the same temperature
11. customThe reaction liquid
12. extractionextracted with chloroform
13. dry with materialdried over anhydrous sodium sulfate
14. distillationThe solvent was distilled off under reduced pressure
15. customthe resultant residue was purified with preparative thin layer chromatography (Kieselgel™60F254, Art 5744 (Merck), chloroform/methanol/28% aqueous ammonia=90/10/1)