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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 382612Generated: October 31, 2026

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

https://huagongshe.com/reaction/382612

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphateHCID 1061—
Reactant4-nitrobenzyl (1S,5R,6S)-6-((1R)-1-hydroxyethyl)-2-(imidazo[5,1-b]thiazol-3-yl)-1-methyl-1-carbapen-2-em-3-carboxylateHCID 131722901—
CatalystPalladiumHCID 23938—
SolventTetrahydrofuranHCID 8028—
Product(1S,5R,6S)-6-((1R)-1-hydroxyethyl)-2-(imidazo[5,1-b]thiazol-3-yl)-1-methyl-1-carbapen-2-em-3-carboxylic AcidHCID 206985220.8%

Reaction Steps

To a solution of 4.70 g of 4-nitrobenzyl (1S,5R,6S)-6-((1R)-1-hydroxyethyl)-2-(imidazo[5,1-b]thiazol-3-yl)-1-methyl-1-carbapen-2-em-3-carboxylate in 10 ml of THF and 10 ml of {fraction (1/15)} M phosphate buffer was added 240 mg of 10% Pd-C. The reactor was purged with hydrogen, and the reaction mixture was stirred at room temperature for 3 hours. The catalyst was collected by filtration 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 27.5 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06310056B1
Source datasetuspto-grants-2001_10
ORD IDord-c3eb59ce70ca4e6690f321e5d6b3c451
Source noteuspto-grants-2001_10