HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-[(3S,4R)-4-acetylthio-3-methoxy-2-oxoazetidin-1-yl]-2-oxoacetic acid 2,2,2-trichloroethyl ester → (3S,4R)-4-acetylthio-3-methoxy-2-oxoazetidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-[(3S,4R)-4-acetylthio-3-methoxy-2-oxoazetidin-1-yl]-2-oxoacetic acid 2,2,2-trichloroethyl ester | HCID 86741783 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Methyl Acetate | HCID 6584 | — |
| Product | (3S,4R)-4-acetylthio-3-methoxy-2-oxoazetidine | HCID 56630779 | — |
Reaction Steps
A solution of 1.52 g of 2-[(3S,4R)-4-acetylthio-3-methoxy-2-oxoazetidin-1-yl]-2-oxoacetic acid 2,2,2-trichloroethyl ester (crude product) in 290 ml of methanol, 40 ml of methyl acetate and 5.9 ml of water is refluxed for 20 minutes under nitrogen. The solvent is evaporated off in vacuo. After chromatography over silica gel with toluene/ethyl acetate (3:1) the residue yields the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04952690 |
| Source dataset | uspto-grants-1990_08 |
| ORD ID | ord-9efb43ac130a4fb7a800ec706c2cd1ce |
| Source note | uspto-grants-1990_08 |