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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 382651Generated: November 2, 2026

Trisodium Phosphate → Sodium (1s,5r,6s)-2-(7-acetylimidazo[5,1-b]thiazol-2-yl)-6-((1r)-1-hydroxyethyl)-1-methyl-1-carbapen-2-em-3-carboxylate

https://huagongshe.com/reaction/382651

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrisodium PhosphateHCID 24243—
Reactant4-Nitrobenzyl (1s,5r,6s)-2-(7-acetylimidazo[5,1-b]thiazol-2-yl)-6-((1r)-1-hydroxyethyl)-1-methyl-1-carbapen-2-em-3-carboxylateHCID 23388205—
CatalystPalladiumHCID 23938—
SolventTetrahydrofuranHCID 8028—
ProductSodium (1s,5r,6s)-2-(7-acetylimidazo[5,1-b]thiazol-2-yl)-6-((1r)-1-hydroxyethyl)-1-methyl-1-carbapen-2-em-3-carboxylateHCID 23698608—

Reaction Steps

To a solution of 98.2 mg of 4-nitrobenzyl (1S,5R,6S)-2-(7-acetylimidazo[5,1-b]thiazol-2-yl)-6-((1R)-1-hydroxyethyl)-1-methyl-1-carbapen-2-em-3-carboxylate in 5.8 ml of THF and 5.8 ml of 1/15 M sodium phosphate buffer (pH 6.6) was added 98 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 through Celite, and washed with water. The filtrate was adjusted to pH 6.5 with an aqueous sodium hydrogen carbonate solution, washed with ethyl acetate, and the aqueous layer was purified by column chromatography on DIAION HP-20 (20% methanol in water) to give 38.1 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06310056B1
Source datasetuspto-grants-2001_10
ORD IDord-8f9c47fea1854c2e8acd853e0af714a9
Source noteuspto-grants-2001_10