HuagongsheHuagongshe Chemistry Print Report · For research reference only
Mannitol → 2,5-anhydro-1-deoxy-1-(diethoxyphosphinyl)-1-fluoro-D-mannitol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Mannitol | HCID 6251 | — |
| Reactant | CID 3610038 | HCID 3610038 | — |
| Reactant | 2,5-anhydro-1-deoxy-1-(diethoxyphosphinyl)-1-fluoro-3,4-bis-O-(phenylmethyl)-D-glucitol D-glucitol | HCID 131716483 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium hydroxide | HCID 9942167 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2,5-anhydro-1-deoxy-1-(diethoxyphosphinyl)-1-fluoro-D-mannitol | HCID 88609163 | 90% |
Reaction Steps
A solution of 330 mg of 2,5-anhydro-1-deoxy-1-(diethoxyphosphinyl)-1-fluoro-3,4-bis-O-(phenylmethyl)-D-glucitol D-glucitol and D-mannitol, diphenyl phosphate mixture in 20 ml of methanol was hydrogenated over palladium hydroxide catalyst until hydrogen uptake ceased. Filtration and removal of the solvent gave a yellow oil. This oil was purified by flash chromatography taking 20 ml fractions Fractions 1-26 were eluted with 3% methanol in dichloromethane and after evaporation gave 135 mg of 2,5-anhydro-1-deoxy-1-(diethoxyphosphinyl)-1-fluoro-D-mannitol, 6-(diphenyl phosphate).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04943629 |
| Source dataset | uspto-grants-1990_07 |
| ORD ID | ord-b9c24b1e61e84ceab1c0c72a804821e8 |
| Source note | uspto-grants-1990_07 |