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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 458242Generated: October 26, 2026

Tetrahydrofuran → Ethyl-2-tert-butoxycarbonyloxyamino-4-methyl-thiazole-5-carboxylate

https://huagongshe.com/reaction/458242

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantDi-tert-butyl dicarbonateHCID 90495—
Reactant2-Amino-thiazole-5-carboxylic acid ethyl esterHCID 314628—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
ProductEthyl-2-tert-butoxycarbonyloxyamino-4-methyl-thiazole-5-carboxylateHCID 2191145570%

Reaction Steps

A suspension of ethyl-2-amino-thiazole-5-carboxylate (972 mg, 6 mmol, B. Plouvler, C. Bailly, R. Houssin, j-P. Henlchart Heterocyles 32(4), 693–701, 1991 and H. J. Becker, J. de Jonge Rec. Trav. Chim, 61, 463, 1942), di-t-butyldicarbonate (1.94 g, 9 mmol) and 4-dimethylaminopyridine (73 mg, 0.6 mmol) in dry tetrahydrofuran (75 mL) was stirred under nitrogen for 24 h. The solvent was evaporated in vacuo. The residue was suspended in ether (50 mL). The solid was washed with ether (10 mL, 3×), and dried in vacuo to obtain the title compound (1.1 g, 70%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07189854B2
Source datasetuspto-grants-2007_03
ORD IDord-15c51b6ac41049f0a078b6f748bbcf3d
Source noteuspto-grants-2007_03