Methanol → Tyrosine Methyl Ester

反応式

[NH2:1][C@H:2]([C:11]([OH:13])=[O:12])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1.O=S(Cl)Cl.[CH3:18]O>>[CH3:18][O:12][C:11](=[O:13])[C@H:2]([CH2:3][C:4]1[CH:5]=[CH:6][C:7]([OH:10])=[CH:8][CH:9]=1)[NH2:1]

参加物

反応物 3

HCID 887Methanol

HCID 6057L-Tyrosine

HCID 24386Thionyl Chloride

生成物 1

HCID 70652Tyrosine Methyl Ester収率 100%

実験手順

To a solution of L-tyrosine (45.3 g, 0.25 mol) in CH3OH (680 mL), SOCl2 (44.6 g, 0.375 mol) was added dropwise at 0° C. After addition, the mixture was allowed to warm to rt and then refluxed for overnight. The reaction mixture was concentrated to give L-tyrosine methyl ester (49.2 g, 100%), which was used in the next step without purification.