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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 32815Erstellt: 24. Oktober 2026

4-Methylmorpholine → tert-Butyl (4-(methoxy(methyl)carbamoyl)thiazol-2-yl)carbamate

https://huagongshe.com/de/reaction/32815

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-MethylmorpholineHCID 7972—
EduktTriethylamineHCID 8471—
Edukt2-Chloro-4,6-dimethoxy-1,3,5-triazineHCID 18450—
EduktMethanamine, N-methoxy-, hydrochloride (1:1)HCID 81138—
Edukt2-Amino-1,3-thiazole-4-carboxylic acid, N-BOC protectedHCID 1502051—
LösungsmittelTetrahydrofuranHCID 8028—
Produkttert-Butyl (4-(methoxy(methyl)carbamoyl)thiazol-2-yl)carbamateHCID 5860431488.069,203%

Reaktionsschritte

A solution of 2-tert-butoxycarbonylamino-thiazole-4-carboxylic acid (14 g, 0.0573 mol), 2-chloro-4,6-dimethoxy-1,3,5-triazine (10.06 g, 0.0573 mol) and N-methyl morpholine (5.79 g, 0.0573 mol) in tetrahydrofuran was stirred for 2 hours at room temperature. N,O-Dimethylhydroxylamine hydrochloride (5.59 g, 0.0573 mmol) and triethylamine (5.59 g, 0.0573 mol) were added and the mixture was stirred for 3 days. The reaction mixture was evaporated and ethyl acetate was added. The reaction mixture was washed with 1 N aqueous hydrochloric acid and then washed with saturated aqueous sodium bicarbonate. [4-(Methoxy-methyl-carbamoyl)-thiazol-2-yl]-carbamic acid tert-butyl ester (14.5 g, 88%) was obtained as a tan tar after drying (magnesium sulfate) and evaporation.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07427635B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-59be9c7ae1d246e5bf7b527b4f99c272
Quellennotizuspto-grants-2008_09