chloroform methanol HOAc → Nalpha-Acetyl-p-Amino-L-Phenylalanyl-Glycine Benzyl Ester

반응식

[CH2:1]([O:8][C:9](=[O:29])[CH2:10][NH:11][C:12](=[O:28])[C@H:13]([CH2:18][C:19]1[CH:24]=[CH:23][C:22]([N+:25]([O-])=O)=[CH:21][CH:20]=1)[NH:14][C:15](=[O:17])[CH3:16])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(Cl)(Cl)Cl.CO.C(O)(=O)C>CO.[Pt](=O)=O>[CH2:1]([O:8][C:9](=[O:29])[CH2:10][NH:11][C:12](=[O:28])[C@H:13]([CH2:18][C:19]1[CH:24]=[CH:23][C:22]([NH2:25])=[CH:21][CH:20]=1)[NH:14][C:15](=[O:17])[CH3:16])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

실험 절차

Compound 14 (267 mg, 0.67 mmol) was dissolved in methanol (50 ml). Platinum dioxide (3% of weight of peptide) was added, and the mixture was hydrogenated at atmospheric pressure. After 4 hours TLC (chloroform/methanol/acetic acid: 85/10/5) showed a clean conversion to the amine. The catalyst was separated by decantation, and the solvent was removed under reduced pressure. Compound 15 was obtained in nearly quantitative yield as a glassy solid.