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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 327791Generated: October 25, 2026

(2S)-2-{[(benzyloxy)carbonyl]amino}-3-(4-methoxyphenyl)propanoic acid → O-Methyl-L-Tyrosine

https://huagongshe.com/reaction/327791

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2S)-2-{[(benzyloxy)carbonyl]amino}-3-(4-methoxyphenyl)propanoic acidHCID 10496574—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
SolventCyclohexeneHCID 8079—
ProductO-Methyl-L-TyrosineHCID 272393543%

Reaction Steps

N-Benzyloxycarbonyl-O-methyl-L-tyrosine (5.7 g, 17.3 mmol) was dissolved in ethanol (50 ml) and the solution added to a suspension of 10% palladium on charcoal (100 mg) in cyclohexene (10 ml). The reaction was then heated at reflux for 1 h, allowed to cool to ambient temperature, filtered, and the filtrate concentrated to give O-methyl-L-tyrosine (1.4 g, 43%) as a white solid which was used directly in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05274094
Source datasetuspto-grants-1993_12
ORD IDord-d83993f241eb470f96ea325a0ead3e70
Source noteuspto-grants-1993_12