HuagongsheHuagongshe Chemistry Print Report · For research reference only
(3s-trans)-3-[(t-Butyloxycarbonyl)amino]-4-methyl-2-oxo-1-(phenylmethoxy)azetidine → tert-butyl N-[(2S,3S)-1-hydroxy-2-methyl-4-oxoazetidin-3-yl]carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (3s-trans)-3-[(t-Butyloxycarbonyl)amino]-4-methyl-2-oxo-1-(phenylmethoxy)azetidine | HCID 12946599 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | tert-butyl N-[(2S,3S)-1-hydroxy-2-methyl-4-oxoazetidin-3-yl]carbamate | HCID 12946603 | 98.5% |
Reaction Steps
10.5 g of (3S-trans)-3-(t-Butyloxycarbonylamino)-1-benzyloxy-4-methyl-2-azetidinone was dissolved in 250 ml of methanol and hydrogenated with 1.43 g of palladium on carbon (10%) as the catalyst. After 45 minutes the catalyst was filtered off and the filtrate was evaporated in vacuo. The crystalline title compound was dried (vacuum desiccator) at room temperature yielding 7.3 g of the title compound, melting point 161°-162° C., dec.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04939253 |
| Source dataset | uspto-grants-1990_07 |
| ORD ID | ord-ab5a250fe8a941e19df62f2d24e5e752 |
| Source note | uspto-grants-1990_07 |