Trifluoroacetic acid → H-D-Tyr-D-Ala-OMe

반응식

[NH:1](C(OC(C)(C)C)=O)[C@@H:2]([C:11]([OH:13])=O)[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1.[NH2:21][C@@H:22]([C:24]([O:26][CH3:27])=[O:25])[CH3:23].FC(F)(F)C(O)=O>>[NH2:1][C@@H:2]([C:11]([NH:21][C@@H:22]([C:24]([O:26][CH3:27])=[O:25])[CH3:23])=[O:13])[CH2:3][C:4]1[CH:5]=[CH:6][C:7]([OH:10])=[CH:8][CH:9]=1

참가 물질

반응물 3

HCID 6422Trifluoroacetic acid

HCID 89020methyl D-alaninate

HCID 1549481(2R)-2-(((tert-butoxy)carbonyl)amino)-3-(4-hydroxyphenyl)propanoic acid

생성물 1

HCID 131711764H-D-Tyr-D-Ala-OMe

실험 절차

t-Boc-D-Tyr-OH was coupled with D-Ala-OMe by the N-hydroxy-succinimide ester method (The Peptides, 1, p. 105). Deprotection was carried out using trifluoroacetic acid (The Peptides, 1, p. 39) and the resulting dipeptide methyl ester salt was purified by chromatography on Sephadex G-10 using 0.2 N HOAc.