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

反応式

[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

参加物

反応物 3

HCID 6422Trifluoroacetic acid

HCID 89020methyl D-alaninate

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

生成物 1

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

実験手順

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.