Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | HCID 131722300 | HCID 131722300 | — |
| Product | HCID 178459472 | HCID 178459472 | 95.2% |
Reaction Steps
Iodomethane (1.70 g) is added to 70.6 mg of allyl(1R,5S,6S)-2-[(3S,5S)-1-allyloxycarbonyl-5-[1-hydroxy-1-(imidazo[5,1-b]thiazol-3-yl)methyl]pyrrolidin-3-yl]thio-6-((1R)-1-hydroxyethyl)-1-methylcarbapen-2-em-3-carboxylate (stereoisomer A) described in Example 6-b), and the mixture is stirred in an argon atmosphere at room temperature in a light-shielded state for 14 hr. The excess reagent is removed by evaporation under reduced pressure, and the residue is purified by column chromatography on Sephadex LH-20 (chloroform:methanol=1: 1) to give 83.4 mg of allyl(1R,5S,6S)-6-((1R)-1-hydroxyethyl)-2-[(3S,5S)-1-allyloxycarbonyl-5-[1-hydroxy-1-(6-methylimidazo[5,1-b]thiazolium-3-yl)methyl]pyrrolidin-3-yl]thio-1-methylcarbapen-2-em-3-carboxylate iodide (stereoisomer A) as a light yellow amorphous 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-f25eba3bc31845ae974c1e14618e8996 |
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| Source note | uspto-grants-2001_01 |
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