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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1032189Generated: November 2, 2026

Trifluoroacetic acid → (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-[4,5-bis[(2-chloroacetyl)oxy]-2-methylbenzoyl]oxyiminoacetyl]amino]-3-[(7-methyl-5-oxo-[1,3,4]thiadiazolo[3,2-a]pyrimidin-2-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

https://huagongshe.com/reaction/1032189

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantAnisoleHCID 7519—
Reactantbenzhydryl (6R,7R)-7-[[(2Z)-2-[4,5-bis[(2-chloroacetyl)oxy]-2-methylbenzoyl]oxyimino-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetyl]amino]-3-[(7-methyl-5-oxo-[1,3,4]thiadiazolo[3,2-a]pyrimidin-2-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylateHCID 16166549—
Solvent1,1-DichloroethaneHCID 6365—
Product(6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-[4,5-bis[(2-chloroacetyl)oxy]-2-methylbenzoyl]oxyiminoacetyl]amino]-3-[(7-methyl-5-oxo-[1,3,4]thiadiazolo[3,2-a]pyrimidin-2-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidHCID 1412472293.3%

Reaction Steps

To a solution of the product obtained in Step 5 (0.47 g) in dichloroethane (3.5 ml) were added anisole (0.23 ml) and trifluoroacetic acid (0.47 ml) under ice cooling, and the resulting solution was stirred at room temperature for five hours. After removing the solvent under reduced pressure, the residue was crystallized with ether, giving 0.3 g of the objective compound (as trifluoroacetic acid salt).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04956474
Source datasetuspto-grants-1990_09
ORD IDord-536a286ee74e48deb5260c0a73209abe
Source noteuspto-grants-1990_09