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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1072470Generated: October 25, 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/1072470

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 numberUS06911439B2
Source datasetuspto-grants-2005_06
ORD IDord-b2ba0f691687446c84233d8b9f627474
Source noteuspto-grants-2005_06