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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 880219Generated: October 31, 2026

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

https://huagongshe.com/reaction/880219

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 numberUS08993567B2
Source datasetuspto-grants-2015_03
ORD IDord-52c6c0083a2d453ab80a839e24e38cad
Source noteuspto-grants-2015_03