Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diiodomethane | HCID 6346 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (2S,3R,4R,5S,6R)-2-(4-chloro-3-(3,4-dihydroxybenzyl)phenyl)-6-(hydroxymethyl)-tetrahydro-2H-pyran-3,4,5-triol | HCID 71110830 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 71110835 | HCID 71110835 | 53% |
Reaction Steps
To a solution of (2S,3R,4R,5S,6R)-2-(4-chloro-3-(3,4-dihydroxybenzyl)phenyl)-6-(hydroxymethyl)-tetrahydro-2H-pyran-3,4,5-triol (E055) (30 mg, 0.0756 mmole) in DMF (4 mL) were added K2CO3 and CH2I2 (7.3 μL). The reaction mixture was stirred at 100° C. overnight and filtered. The resulting crude solution was purified by reverse phase preparative HPLC to yield the title compound (16 mg, 0.0401 mmole, 53%) as a brown gum.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09034921B2 |
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| Source dataset | uspto-grants-2015_05 |
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| ORD ID | ord-72326ab78d7d45b38c2e241c54e42ec9 |
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| Source note | uspto-grants-2015_05 |
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