HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 86650568, compound → HCID 86650569, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 86650568 | HCID 86650568 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | HCID 86650569 | HCID 86650569 | 58.4% |
Reaction Steps
To a solution of tert-butyl (4R,5R)-2,2-dimethyl-4-[(E)-3-oxoprop-1-en-1-yl]-5-phenyl-1,3-oxazolidine-3-carboxylate (19.6 g, 59.1 mmol) (from Step A) in acetone (150 mL) was added 1.9 g of 10% Pd/C and the resulting suspension was stirred under a hydrogen balloon at ambient temperature for 24 h. The solid was filtered off on celite and the filtrate concentrated under vacuum. The residue was purified by flash chromatography on a Biotage Horizon® system (silica gel, 0 to 20% ethyl acetate in hexanes gradient then 20% ethyl acetate in hexanes) to afford 11.5 g (58%) of the title compound as a colorless oil. LC/MS 356.3 (M+23).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08247415B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-049466ca19d246aba261d1c513d5afa9 |
| Source note | uspto-grants-2012_08 |