HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl succinimido carbonate → 1-(benzyloxycarbonyl)-3-(beta-D-gluco-pyranosyloxy)-4-[(4-isopropoxyphenyl)methyl]-5-methyl-pyrazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl succinimido carbonate | HCID 83172 | — |
| Reactant | 3-(beta-D-glucopyranosyloxy)-4-[(4-iso-propoxyphenyl)methyl]-5-methyl-1H-pyrazole | HCID 9801558 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(benzyloxycarbonyl)-3-(beta-D-gluco-pyranosyloxy)-4-[(4-isopropoxyphenyl)methyl]-5-methyl-pyrazole | HCID 67334988 | 75.3% |
Reaction Steps
To a solution of 3-(β-D-glucopyranosyloxy)-4-[(4-iso-propoxyphenyl)methyl]-5-methyl-1H-pyrazole (1.3 g) in tetrahydrofuran (30 mL) was added N-(benzyloxycarbonyloxy)-succinimide (1.6 g), and the mixture was heated under reflux overnight. The reaction mixture was concentrated under reduced pressure, and the residue was purified by column chromatography on silica gel (eluent: dichloromethane/methanol=10/1) to give 1-(benzyloxycarbonyl)-3-(β-D-glucopyranosyloxy)-4-[(4-isopropoxyphenyl)methyl]-5-methylpyrazole (1.3 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07429568B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-483ab3658a924a409950bacc3867d44b |
| Source note | uspto-grants-2008_09 |