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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2297578Generated: October 30, 2026

L-Tyrosine 1,1-dimethylethyl ester → tert-butyl (2S)-2-[[4-(dihexylamino)-1,1-dioxo-1,2,5-thiadiazol-3-yl]amino]-3-(4-hydroxyphenyl)propanoate

https://huagongshe.com/reaction/2297578

Reaction equation

Participants

RoleNameHCIDCharge
ReactantL-Tyrosine 1,1-dimethylethyl esterHCID 6950582—
Reactant4-(N,N-di-n-hexylamino)-3-ethoxy-1,1-dioxo-1,2,5-thiadiazoleHCID 22138787—
SolventEthanolHCID 702—
Producttert-butyl (2S)-2-[[4-(dihexylamino)-1,1-dioxo-1,2,5-thiadiazol-3-yl]amino]-3-(4-hydroxyphenyl)propanoateHCID 178444783—

Reaction Steps

A solution of 4—(N,N-di-n-hexylamino)—3-ethoxy—1,1-dioxo—1,2,5-thiadiazole (400 mg, 1.02 mmol) and L-tyrosine t-butyl ester (261 mg, 1.1 mmol) in EtOH (10 mL) was stirred at room temperature for 36 hrs. The solvent was removed under reduced pressure residue purified by flash column chromatography (silica, hexane:EtOAc 3:1 then 1:1) to give the title compound as a white waxy solid (400 mg, 73%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06492372B1
Source datasetuspto-grants-2002_12
ORD IDord-eb77d7bd267a46a4bcca3f54ef0d5540
Source noteuspto-grants-2002_12