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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 255763Generated: October 31, 2026

7-[2-(2-formamidothiazol-4-yl)-2-(2-azidoethoxyimino)acetamido]-3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid → 7-[2-(2-formamidothiazol-4-yl)-2-(2-aminoethoxyimino)acetamido]-3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid

https://huagongshe.com/reaction/255763

Reaction equation

Participants

RoleNameHCIDCharge
Reactant7-[2-(2-formamidothiazol-4-yl)-2-(2-azidoethoxyimino)acetamido]-3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acidHCID 131715289—
CatalystHCID 178418390HCID 178418390—
SolventAcetic AcidHCID 176—
Product7-[2-(2-formamidothiazol-4-yl)-2-(2-aminoethoxyimino)acetamido]-3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acidHCID 13171529052.3%

Reaction Steps

A mixture of 7-[2-(2-formamidothiazol-4-yl)-2-(2-azidoethoxyimino)acetamido]-3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid (syn isomer, 0.70 g.), 10% palladium carbon (0.85 g.) and acetic acid (10 ml.) was subjected to catalytic reduction under ordinary pressure at room temperature for 13 hours. The resultant mixture was filtered, and the filtrate was concentrated in vacuo. The residue was stirred in diisopropyl ether (30 ml.) and methanol (10 ml.) for an hour. The precipitates were collected by filtration, washed with diisopropyl ether and dried to give 7-[2-(2-formamidothiazol-4-yl)-2-(2-aminoethoxyimino)acetamido]-3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid (syn isomer, 0.35 g.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04698337
Source datasetuspto-grants-1987_10
ORD IDord-a7dce2ca1fbe47a3b19c2204e71901be
Source noteuspto-grants-1987_10