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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 382617Generated: November 1, 2026

Phosphate → (5R,6S)-6-((1R)-1-hydroxyethyl)-2-(imidazo[5,1-b]thiazol-2-yl)-1-carbapen-2-em-3-carboxylic Acid

https://huagongshe.com/reaction/382617

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphateHCID 1061—
Reactant4-nitrobenzyl (5R,6S)-6-((1R)-1-hydroxyethyl)-2-(imidazo[5,1-b]thiazol-2-yl)-1-carbapen-2-em-3-carboxylateHCID 12070043—
CatalystPalladiumHCID 23938—
SolventTetrahydrofuranHCID 8028—
Product(5R,6S)-6-((1R)-1-hydroxyethyl)-2-(imidazo[5,1-b]thiazol-2-yl)-1-carbapen-2-em-3-carboxylic AcidHCID 1206997819.8%

Reaction Steps

To a solution of 41 mg of 4-nitrobenzyl (5R,6S)-6-((1R)-1-hydroxyethyl)-2-(imidazo[5,1-b]thiazol-2-yl)-1-carbapen-2-em-3-carboxylate in 2 ml of THF and 2 ml of {fraction (1/15)} M phosphate buffer (pH 6.8) was added 61 mg of 10% Pd-C. The reactor was purged with hydrogen, and the reaction mixture was stirred at room temperature for 2 hours. The catalyst was removed by filtration on Celite and washed with water. The filtrate was washed with ethyl acetate, and the aqueous layer was purified by column chromatography on DIAION HP-20 to give 5.7 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06310056B1
Source datasetuspto-grants-2001_10
ORD IDord-ed46f07436f34b369fcb9567da5e1fe9
Source noteuspto-grants-2001_10