HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → (5-methyl-2-oxo-1,3-dioxolan-4-yl)methyl (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-hydroxyiminoacetyl]amino]-8-oxo-3-[(Z)-2-pyrimidin-5-ylethenyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 4-Bromomethyl-5-methyl-1,3-dioxolan-2-one | HCID 13323564 | — |
| Reactant | sodium (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-hydroxyiminoacetyl]amino]-8-oxo-3-[(Z)-2-pyrimidin-5-ylethenyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate | HCID 88414421 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | (5-methyl-2-oxo-1,3-dioxolan-4-yl)methyl (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-hydroxyiminoacetyl]amino]-8-oxo-3-[(Z)-2-pyrimidin-5-ylethenyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate | HCID 88507429 | — |
Reaction Steps
The compound (100 mg) of Example 16 was dissolved in N,N-dimethylacetamide (2 ml), followed by the addition of 4-bromomethyl-5-methyl-1,3-dioxolan-2-one (50 mg). They were reacted for 1 hour. Ethyl acetate (50 ml) was added. The resulting mixture was washed with water, dried over magnesium sulfate, and then concentrated under reduced pressure. Ether was added to the residue and the resulting solid was collected by filtration, whereby the title compound (15 mg) was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05151417 |
| Source dataset | uspto-grants-1992_09 |
| ORD ID | ord-667de51fd586422db42d2e14883bcbe6 |
| Source note | uspto-grants-1992_09 |