HuagongsheHuagongshe Chemistry Print Report · For research reference only
Citric Acid → 1-Acetyl-3-(6-o-ethoxycarbonyl-beta-d-glucopyranosyloxy)-4-[(4-ethylthio-phenyl)methyl]-5-methylpyrazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | 1-acetyl-4-[(4-ethylthiophenyl)-methyl]-3-(beta-D-glucopyranosyloxy)-5-methylpyrazole | HCID 67335735 | — |
| Solvent | 2,4,6-Trimethylpyridine | HCID 7953 | — |
| Product | 1-Acetyl-3-(6-o-ethoxycarbonyl-beta-d-glucopyranosyloxy)-4-[(4-ethylthio-phenyl)methyl]-5-methylpyrazole | HCID 23543163 | — |
Reaction Steps
To a solution of 1-acetyl-4-[(4-ethylthiophenyl)-methyl]-3-(β-D-glucopyranosyloxy)-5-methylpyrazole (0.03 g) in 2,4,6-trimethylpyridine (0.5 mL) was added ethyl chloro-formate (0.012 mL), and the mixture was stirred at room temperature overnight. To the reaction mixture was added 10% aqueous citric acid solution (5 mL), and the resulting mixture was stirred at room temperature overnight. The resulting precipitatse were collected by filtration and washed with 10% aqueous citric acid solution and water to give 1-acetyl-3-(6-O-ethoxycarbonyl-β-D-glucopyranosyloxy)-4-[(4-ethylthiophenyl)methyl]-5-methylpyrazole (0.020 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07429568B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-a8225b8c4be94ec39d0d264580def252 |
| Source note | uspto-grants-2008_09 |