HuagongsheHuagongshe Chemistry Print Report · For research reference only
Barium Carbonate → (4R,6S)-6-(dimethoxymethyl)-4-hydroxy-tetrahydropyran-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Barium Carbonate | HCID 10563 | — |
| Reactant | Bromine | HCID 24408 | — |
| Reactant | (4R,6S)-6-(dimethoxymethyl)-tetrahydro-2H-pyran-2,4-diol | HCID 25050459 | — |
| Solvent | Water | HCID 962 | — |
| Product | (4R,6S)-6-(dimethoxymethyl)-4-hydroxy-tetrahydropyran-2-one | HCID 67320619 | — |
Reaction Conditions
| Temperature | 2.5 °C |
|---|
Reaction Steps
To a solution of 1.4 g of (4R,6S)-6-(dimethoxymethyl)-tetrahydro-2H-pyran-2,4-diol (I′) in 100 mL of water, 2.4 g of barium carbonate and 0.5 mL of bromine at 0° C. are added. After 3 hours of stirring at 0-5° C., the product II′ is extracted three times with 300 mL of ethyl acetate. Finally ethyl acetate is distilled off. The residue is flash chromatographed (DIPE/acetonitrile 2/1). The solvents are distilled off to get the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08183397B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-c75af125407544e6ae423ebe687f6c50 |
| Source note | uspto-grants-2012_05 |