HuagongsheHuagongshe Chemistry Print Report · For research reference only
Formic Acid → HCID 46201936, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Formic Acid | HCID 284 | — |
| Reactant | HCID 52913384 | HCID 52913384 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Tetrahydrofuran ethanol | HCID 21873804 | — |
| Product | HCID 46201936 | HCID 46201936 | 49.1% |
Reaction Steps
To a solution of (6S,7S,8R,9S)-7,8,9-tris-benzyloxy-6-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-2,5-dioxa-spiro[3.5]nonane (110 mg, 0.15 mmol) in THF:EtOH (1:1, 5 mL) was added 10% Pd/C (60 mg) followed by formic acid (0.46 mL, 12 mmol) and stirred under hydrogen atmosphere at room temperature for 8 hours. The reaction mixture was filtered through cetlie bed, neutralized with saturated aqueous NaHCO3 solution, extracted with EtOAc, concentrated and purified by preparative HPLC to furnish 31 mg of (6S,7R,8R,9S)-6-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-2,5-dioxa-spiro[3.5]nonane-7,8,9-triol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08394772B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-02ff67df63c548d680f1b91e5f4a7b1f |
| Source note | uspto-grants-2013_03 |