Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 489819Generated: October 30, 2026

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

https://huagongshe.com/reaction/489819

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 numberUS06979694B2
Source datasetuspto-grants-2005_12
ORD IDord-781280218ea04b8c89bd90052401af38
Source noteuspto-grants-2005_12