HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triacetoxyperiodinane → Cbz-D-Phenylalaninal
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triacetoxyperiodinane | HCID 159087 | — |
| Reactant | Benzyl hydrogen (1-hydroxy-3-phenylpropan-2-yl)carbonimidate | HCID 736170 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Cbz-D-Phenylalaninal | HCID 10779332 | 88.4% |
Reaction Steps
Dess-Martin periodinane (849 mg) was added to a dichloromethane (20 ml) solution containing benzyl((2R)-1-hydroxy-3-phenylpropan-2-yl)carbamate (571 mg), followed by stirring at room temperature for 3 hours and 30 minutes. Insoluble matter was removed by filtration, and the solvent was distilled away under reduced pressure. The obtained residue was purified by silica gel chromatography (hexane:ethyl acetate=10:1 to 2:1), and a white solid of benzyl((2R)-1-oxo-3-phenylpropan-2-yl)carbamate (501 mg) was thus obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08895585B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-b8a012688812459fba1eeb23131bb807 |
| Source note | uspto-grants-2014_11 |