Methyl tyrosinate hydrochloride → HCID 21967983, compound

HRID 1440072Notes

Reaction equation

HRID 1440072 reaction equation
[C:1]([S:4][CH2:5][CH:6]([CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[C:7](Cl)=[O:8])(=[O:3])[CH3:2].Cl.[NH2:18][C@H:19]([C:28]([O:30][CH3:31])=[O:29])[CH2:20][C:21]1[CH:26]=[CH:25][C:24]([OH:27])=[CH:23][CH:22]=1.C(N(C(C)C)CC)(C)C>>[C:1]([S:4][CH2:5][CH:6]([CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[C:7]([NH:18][C@H:19]([C:28]([O:30][CH3:31])=[O:29])[CH2:20][C:21]1[CH:22]=[CH:23][C:24]([OH:27])=[CH:25][CH:26]=1)=[O:8])(=[O:3])[CH3:2]

Participants

4

Reactant 3

HCID 76956Methyl tyrosinate hydrochlorideHCID 81531DiisopropylethylamineHCID 103777342-Acetylthiomethyl-3-phenyl-propionyl chloride

Product 1

HCID 21967983HCID 21967983, compound

Procedure

3-Acetylthio-2-benzylpropanoyl chloride and (L)-tyrosine, methyl ester, hydrochloride are reacted in the presence of diisopropylethylamine according to the procedure of Example 26 to give (±)-N-[2-(acetyl-thiomethyl) -1-oxo-3-phenylpropyl]-L-tyrosine, methyl ester.

Sources & evidence

ORD record
ord-159bc8065b5f40718f1f0ccdb49db8d5
Source dataset
uspto-grants-1996_03
Patent number
US05496805

Reaction notes

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