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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2426101Generated: November 1, 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/2426101

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 numberUS07968547B2
Source datasetuspto-grants-2011_06
ORD IDord-772e64294fb1432ea0611670246cd6c9
Source noteuspto-grants-2011_06