HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → HCID 68945227, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | alpha-D-Glucopyranosyl bromide, tetraacetate | HCID 101776 | — |
| Reactant | HCID 68941151 | HCID 68941151 | — |
| Catalyst | Benzyltributylammonium chloride | HCID 159952 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68945227 | HCID 68945227 | 29% |
Reaction Steps
To a solution of 4-{[4-(3-benzyloxypropoxy)phenyl]-methyl}-1,2-dihydro-5-isopropyl-3H-pyrazol-3-one (5.08 g), acetobromo-α-D-glucose (5.49 g) and benzyltri(n-butyl)ammonium chloride (2.08 g) in dichloromethane (40 mL) was added 5 mol/L aqueous sodium hydroxide solution (8 mL), and the mixture was stirred at room temperature for 3 hours. The reaction mixture was purified by column chromatography on aminopropylated silica gel (eluent: n-hexane/ethyl acetate=1/1-1/3-1/5). The purified material was further purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate=1/1-1/2-1/4) to give the title compound (2.75 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07635684B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-a98568f1acc74d62bd3af9e93c64141a |
| Source note | uspto-grants-2009_12 |