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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1072353Generated: November 2, 2026

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

https://huagongshe.com/reaction/1072353

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrisodium PhosphateHCID 24243—
Reactant(4-nitrobenzyl) (1S,5R,6S)-6-[(1R)-1-hydroxyethyl]-2-[7-(pyridin-3-yl)carbonylimidazo[5,1-b]thiazol-2-yl]-1-methylcarbapen-2-em-3-carboxylateHCID 68934911—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventTetrahydrofuranHCID 8028—
ProductSodium (1s,5r,6s)-6-((1r)-1-hydroxyethyl)-1-methyl-2-[7-(pyridin-3-yl)carbonylimidazo[5,1-b]thiazol-2-yl]-1-carbapen-2-em-3-carboxylateHCID 131725005—

Reaction Steps

4-Nitrobenzyl (1S,5R,6S)-6-((1R)-1-hydroxyethyl)-1-methyl-2-[7-(pyridin-3-yl)carbonylimidazo[5,1-b]thiazol-2-yl]-1-carbapen-2-em-3-carboxylate (128.5 mg) was dissolved in 6.7 ml of THF and 6.7 ml of 1/15 M sodium phosphate buffer (pH 6.6) to prepare a solution, and 130 mg of 10% Pd-C was added to the solution. The air in the reaction vessel was replaced by hydrogen, and the contents of the reaction vessel were stirred at room temperature for 2 hr. The catalyst was removed by filtration through Celite, followed by washing with water. The filtrate was washed with ethyl acetate and was then concentrated under the reduced pressure to a volume of about 2 ml. The concentrate was purified by column chromatography on Cosmosil 40C18-PREP (5% aqueous methanol solution) to give 40.9 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06908913B2
Source datasetuspto-grants-2005_06
ORD IDord-d0f5392ead5148a5a738736cbc7d0eed
Source noteuspto-grants-2005_06