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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 467255Generated: October 29, 2026

4-Toluenesulfonyl chloride → 3-Acetoxymethyl 7-[2-(2-amino-4-thiazolyl)-2-methoxyimino-acetamido]-ceph-3-eme-4-carboxylic acid

https://huagongshe.com/reaction/467255

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantTriethylamineHCID 8471—
Reactant2-(2-Aminothiazole-4-yl)-2-methoxyiminoacetic acidHCID 125216—
Reactant7-Aminocephalosporanic acidHCID 441328—
SolventDimethylacetamideHCID 31374—
Product3-Acetoxymethyl 7-[2-(2-amino-4-thiazolyl)-2-methoxyimino-acetamido]-ceph-3-eme-4-carboxylic acidHCID 131711503—

Reaction Conditions

Temperature0 °C

Reaction Steps

The process of Example 8 was repeated except that after addition of triethylamine to the syn isomer of 2-(2-amino-4-thiazolyl)-2-methoxyimino-acetic acid, the mixture was cooled at 0° C. and the tosyl chloride in dimethylacetamide was added over 15 to 20 minutes. The reaction with 7-amino-cephalosporanic acid took place over 30 minutes.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05159070
Source datasetuspto-grants-1992_10
ORD IDord-8af598b7fc174c279128346cca511361
Source noteuspto-grants-1992_10