HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → HCID 59226808, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Anisole | HCID 7519 | — |
| Reactant | HCID 86639769 | HCID 86639769 | — |
| Product | HCID 59226808 | HCID 59226808 | 83% |
Reaction Steps
To a solution of (4S,5S)-3,4,5-Tris-benzyloxy-2-{4-fluoro-3-[4-(tetrahydro-furan-3-yloxy)-benzyl]-phenyl}-6,6-bis-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-2-ol I-11i (275 mg, 0.28 mmol) in dichloromethane (2.0 mL) was added anisole (0.250 mL, 2.29 mmol) followed by a 20% solution of trifluoroacetic acid in dichloromethane (8.0 mL) at room temperature under nitrogen. After stirring for 1 hour, the reaction mixture was concentrated under reduced pressure. The crude residue was purified by flash chromatography over silica gel (eluting with a gradient of 10 to 30% ethyl acetate in heptane) to afford the product as a mixture of isomers (168 mg, 83% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08080580B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-bc4d5109693143cf97fd52169e59a626 |
| Source note | uspto-grants-2011_12 |