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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 6658Erstellt: 26. Oktober 2026

Water → Remogliflozin Etabonate

https://huagongshe.com/reaction/6658

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktEthyl chloroformateHCID 10928—
Edukt2-Hydroxy-1,2,3-propanetricarboxylic acid hydrate (1:1)HCID 22230—
EduktRemogliflozinHCID 9846588—
Lösungsmittel2,4,6-TrimethylpyridineHCID 7953—
ProduktRemogliflozin EtabonateHCID 987142072,4%

Reaktionsschritte

To a solution of 3-(β-D-glucopyranosyloxy)-4-[(4-isopropoxyphenyl)methyl]-1-isopropyl-5-methylpyrazole (0.10 g) in 2,4,6-trimethylpyridine (1 mL) was added ethyl chloroformate (0.072 g), and the mixture was stirred at room temperature overnight. To the reaction mixture were added citric acid monohydrate (3.3 g) and water, and the resulting mixture was purified by ODS solid phase extraction (washing solvent: distilled water, eluent: methanol). Further purification by column chromatography on silica gel (eluent: dichloromethane/methanol=1011) and recrystalization (recrystalization solvent: ethyl acetate/hexane=1/3) afforded 3-(6-O-ethoxycarbonyl-β-D-glucopyranosyloxy)-4-[(4-isopropoxyphenyl)methyl]-1-isopropyl-5-methylpyrazole (0.084 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07084123B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-b17bdad534cf48f2a7bb48b047be9ec0
Quellennotizuspto-grants-2006_08