HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → Remogliflozin Etabonate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Ethyl chloroformate | HCID 10928 | — |
| Edukt | 2-Hydroxy-1,2,3-propanetricarboxylic acid hydrate (1:1) | HCID 22230 | — |
| Edukt | Remogliflozin | HCID 9846588 | — |
| Lösungsmittel | 2,4,6-Trimethylpyridine | HCID 7953 | — |
| Produkt | Remogliflozin Etabonate | HCID 9871420 | 72,4% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07084123B2 |
| Quelldatensatz | uspto-grants-2006_08 |
| ORD ID | ord-b17bdad534cf48f2a7bb48b047be9ec0 |
| Quellennotiz | uspto-grants-2006_08 |