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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 568253Generated: October 30, 2026

Morpholine → HCID 178496768, compound

https://huagongshe.com/reaction/568253

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
ReactantTriphenylphosphineHCID 11776—
Reactantallyl(1R,5S,6S)-2-[(3S,5S)-1-allyloxycarbonyl-5-[6-methoxymethyl-5-methylimidazo[5,1-b]thiazolium-2-yl]methylpyrrolidin-3-yl]thio-6-((1R)-1-hydroxyethyl)-1-methylcarbapen-2-em-3-carboxylate iodideHCID 178459456—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178496768HCID 1784967686.9%

Reaction Steps

Anhydrous THF (0.5 ml) and 0.5 ml of dry ethanol are added to 47.9 mg of allyl(1R,5S,6S)-2-[(3S,5S)-1-allyloxycarbonyl-5-[6-methoxymethyl-5-methylimidazo[5,1-b]thiazolium-2-yl]methylpyrrolidin-3-yl]thio-6-((1R)-1-hydroxyethyl)-1-methylcarbapen-2-em-3-carboxylate iodide. Triphenylphosphine (5.8 mg), 0.012 ml of morpholine, and 3.2 mg of tetrakis(triphenylphosphine)palladium(0) are successively added in an argon atmosphere at room temperature for 75 min. THF (10 ml) is added thereto, and the resultant precipitate is further washed twice with 3 ml of THF and dried in vacuo to give a yellow powder which is then purified by column chromatography on Cosmosil 40C18-PREP (water-methanol) to give 2.2 mg of the title compound as a colorless flocculent material.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06180622B2
Source datasetuspto-grants-2001_01
ORD IDord-9fb70c9db33c4f48bebaf6d157d694cc
Source noteuspto-grants-2001_01