HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-(Azidomethyl)-3-benzyl-1,3-oxazolidin-2-one → (5R)-5-(aminomethyl)-3-benzyl-1,3-oxazolidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-(Azidomethyl)-3-benzyl-1,3-oxazolidin-2-one | HCID 72276561 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (5R)-5-(aminomethyl)-3-benzyl-1,3-oxazolidin-2-one | HCID 28258715 | 85% |
Reaction Steps
A 40 ml vial was charged with 5-(azidomethyl)-3-benzyl-1,3-oxazolidin-2-one (100 mg, 0.43 mmol, INTERMEDIATE 14), palladium on carbon (5 mg), and methanol (15 ml). The reduction was effected using a balloon filled with hydrogen at room temperature overnight. The catalyst was removed through filtration on a pad of Celite pre-rinsed with methanol. The Celite pad was further rinsed with methanol (2×5 ml) and the eluent concentrated in vacuo to provide 75 mg (85%) of the title compound. Mass spectrum (ESI) 207.2 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08293721B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-85c049d52fa849549ca716c04dadf485 |
| Source note | uspto-grants-2012_10 |