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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 382624Generated: November 1, 2026

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

https://huagongshe.com/reaction/382624

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphateHCID 1061—
Reactant4-nitrobenzyl (5R,6S)-6-((1R)-1-hydroxyethyl)-2-(imidazo[5,1-b]thiazol-3-yl)-1-carbapen-2-em-3-carboxylateHCID 131722903—
CatalystPalladiumHCID 23938—
SolventTetrahydrofuranHCID 8028—
Product(5R,6S)-6-((1R)-1-hydroxyethyl)-2-(imidazo[5,1-b]thiazol-3-yl)-1-carbapen-2-em-3-carboxylic AcidHCID 1207005223%

Reaction Steps

To a solution of 203 mg of 4-nitrobenzyl (5R,6S)-6-((1R)-1-hydroxyethyl)-2-(imidazo[5,1-b]thiazol-3-yl)-1-carbapen-2-em-3-carboxylate in 4 ml of THF and 4 ml of 1/15 M phosphate buffer (pH 6.8) was added 152 mg of 10% Pd-C. The reactor was purged with hydrogen, the reaction mixture was stirred at room temperature for 1 hour. The catalyst was collected by filtration on Celite, and washed with water. The filtrate was washed with ethyl acetate, and then the aqueous layer was purified by column chromatography on DIAION HP-20, followed by crystallization form 1 ml of water to give 32.8 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06310056B1
Source datasetuspto-grants-2001_10
ORD IDord-7e9a2aefd6774d50a65dfc392bfcde4b
Source noteuspto-grants-2001_10