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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1048908Generated: October 31, 2026

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

https://huagongshe.com/reaction/1048908

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. Tray. 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 numberUS09382219B2
Source datasetuspto-grants-2016_07
ORD IDord-00504ffd048d4b11abd0fb2e9eee96f9
Source noteuspto-grants-2016_07