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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1825881Generated: October 27, 2026

L-Tyrosine 1,1-dimethylethyl ester → N-(4-ethoxy-1-oxo-1,2,5-thiadiazol-3-yl)-L-tyrosine tert-butyl ester

https://huagongshe.com/reaction/1825881

Reaction equation

Participants

RoleNameHCIDCharge
ReactantL-Tyrosine 1,1-dimethylethyl esterHCID 6950582—
ReactantDiethoxy-1,2,5-thiadiazol-1-oneHCID 12927269—
SolventEthanolHCID 702—
ProductN-(4-ethoxy-1-oxo-1,2,5-thiadiazol-3-yl)-L-tyrosine tert-butyl esterHCID 53908618882.3%

Reaction Steps

A solution of 3,4-diethoxy-1-oxo-1,2,5-thiadiazole (1 g, 0.52 mmol) and L-tyrosine t-butyl ester (1.25 g, 0.52 mmol) in ethanol (25 mL) was stirred at room temperature for 60 hr. Solvent was removed under reduced pressure and the residue purified by flash column chromatography (silica, hexane:EtOAc 1:1 to give the title intermediate (1.75 g, 88%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07049306B2
Source datasetuspto-grants-2006_05
ORD IDord-1b158d3c741a4a879b52f7d4bbe40077
Source noteuspto-grants-2006_05