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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1886695Generated: November 1, 2026

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

https://huagongshe.com/reaction/1886695

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant4-Bromomethyl-5-methyl-1,3-dioxolan-2-oneHCID 13323564—
Reactantsodium (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-carboxylateHCID 88414421—
SolventDimethylacetamideHCID 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-carboxylateHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05151417
Source datasetuspto-grants-1992_09
ORD IDord-667de51fd586422db42d2e14883bcbe6
Source noteuspto-grants-1992_09