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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 329543Generated: October 31, 2026

Ethyl Acetate → (4-nitrophenyl)methyl (1R,4R,5R,8R)-4-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3,10-dioxo-11-oxa-6-thia-2-azatricyclo[6.3.0.02,5]undecane-1-carboxylate

https://huagongshe.com/reaction/329543

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantMetam-sodiumHCID 5366415—
ReactantHCID 178502836HCID 178502836—
SolventDimethylformamideHCID 6228—
Product(4-nitrophenyl)methyl (1R,4R,5R,8R)-4-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3,10-dioxo-11-oxa-6-thia-2-azatricyclo[6.3.0.02,5]undecane-1-carboxylateHCID 1511759069.9%

Reaction Steps

In 5 ml of anhydrous N,N-dimethylformamide was dissolved 0.334 g of the compound obtained in Example 16, to which was added 0.132 g of sodium N-methyldithiocarbamate, folowed by stirring at room temperature for 1.5 hour. To the reaction mixture was added 30 ml of ethyl acetate, which was washed with water and then dried (MgSO4). The solvent was distilled off under reduced pressure, and the residue was subjected to a silica gel column chromatography, followed by elution with ethyl acetate-chloroform-methanol (15:15:1). Fractions containing the end product were combined and concentrated under reduced pressure to give 0.206 g of the subject compound as powders.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04891427
Source datasetuspto-grants-1990_01
ORD IDord-cd22404d0edb43159e4243812c98104b
Source noteuspto-grants-1990_01