Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | N-Methylaniline | HCID 7515 | — |
| Reactant | HCID 131722308 | HCID 131722308 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 131722307 | HCID 131722307 | 61.8% |
Reaction Steps
Tetrakis(triphenylphosphine)palladium(0) (7.0 mg) is added to a solution of 34.5 mg of allyl(1R,5S,6S)-2-[(3S,5R)-1-allyloxycarbonyl-5-(imidazo[5,1-b]thiazol-5-yl)methylpyrrolidin-3-yl]thio-6-((1R)-1-hydroxyethyl)-1-methylcarbapen-2-em-3-carboxylate and 0.040 ml of N-methylaniline in 1.2 ml of dry dichloromethane in an argon atmosphere at room temperature for 60 min. Distilled water (3 ml) is added thereto, the mixture is washed three times with 6 ml of ethyl acetate, and the aqueous layer is filtered, followed by concentration under reduced pressure and freeze drying to give 16.7 mg of a colorless flocculent material. The colorless flocculent material is purified by column chromatography on Cosmosil 40C18-PREP (water-methanol) to give 9.8 mg of the title compound as a colorless flocculent material.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06180622B2 |
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| Source dataset | uspto-grants-2001_01 |
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| ORD ID | ord-3d05dcdb02134a06b219af13a52921c9 |
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| Source note | uspto-grants-2001_01 |
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