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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 9087Erstellt: 23. Oktober 2026

Di-tert-butyl dicarbonate → Ethyl-2-tert-butoxycarbonyloxyamino-4-methyl-thiazole-5-carboxylate

https://huagongshe.com/de/reaction/9087

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDi-tert-butyl dicarbonateHCID 90495—
EduktEthyl 2-amino-4-methylthiazole-5-carboxylateHCID 343747—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktEthyl-2-tert-butoxycarbonyloxyamino-4-methyl-thiazole-5-carboxylateHCID 2191145572%

Reaktionsschritte

A suspension of ethyl-2-amino-4-methyl-thiazole-5-carboxylate (18.6 g, 100 mmol), di-t-butyldicarbonate (26.2 g, 120 mmol) and 4-dimethylaminopyridine (800 mg, 6.55 mmol) in dry tetrahydrofuran (300 mL) was stirred under nitrogen for 18 h. The solvent was evaporated in vacuo. The residue was suspended in dichloromethane (1 L) and filtered through a pad of celite. The filtrate was washed with 1 N aqueous HCl solution (300 mL, 2×), water and brine, dried (MgSO4), and concentrated in vacuo. The residue was triturated with hexanes. The solid was filtered and dried in vacuo to obtain the title compound (20 g, 72%) as a tan solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07091223B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-388534def69443b5861bd8642778f4f5
Quellennotizuspto-grants-2006_08