HuagongsheHuagongshe Chemistry Print Report · For research reference only
(3S,4S)-1-benzyloxy-3-(tert-butoxycarbonylamino)-4-carbamoyloxymethyl-2-azetidinone → (3S,4S)-3-(tert-butoxycarbonyl-amino)-4-carbamoyloxymethyl-1-hydroxy-2-azetidinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (3S,4S)-1-benzyloxy-3-(tert-butoxycarbonylamino)-4-carbamoyloxymethyl-2-azetidinone | HCID 13489000 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (3S,4S)-3-(tert-butoxycarbonyl-amino)-4-carbamoyloxymethyl-1-hydroxy-2-azetidinone | HCID 13489002 | 100.4% |
Reaction Steps
In 10 ml of methanol is suspended 900 mg (2.46 mmole) of (3S,4S)-1-benzyloxy-3-(tert-butoxycarbonylamino)-4-carbamoyloxymethyl-2-azetidinone, and 100 mg of 10% palladium-charcoal is added to the solution, followed by stirring under a hydrogen atmosphere at room temperature for 1 hour. The catalyst is filtered off, and the filtrate is concentrated to dryness under reduced presuure to give 680 mg of (3S,4S)-3-(tert-butoxycarbonyl- amino)-4-carbamoyloxymethyl-1-hydroxy-2-azetidinone as colorless powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04794108 |
| Source dataset | uspto-grants-1988_12 |
| ORD ID | ord-4808304107a84186b47a8bb251e5393f |
| Source note | uspto-grants-1988_12 |