Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium ethanethioate | HCID 23670855 | — |
| Reactant | HCID 86756327 | HCID 86756327 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86756328 | HCID 86756328 | 57.8% |
Reaction Steps
Potassium thioacetate (0.22 g) is added to a solution of 1.07 g of (3R,5S)-1-allyloxycarbonyl-3-methane sulfonyloxy-5-[2-(imidazo[5,1-b]thiazol-2-yl)vinyl]pyrrolidine (a mixture of geometrical isomers) in 5 ml of DMF, and the mixture is stirred at 70° C. for 4 hr. Ethyl acetate is added to the reaction mixture, and the mixture is successively washed with water and a saturated aqueous sodium hydrogencarbonate solution, and saturated saline and dried over magnesium sulfate. The solvent is removed by evaporation. The residue is purified by column chromatography on silica gel to give 0.42 g of the title compound.
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-fe358b7dbbbf45858bd2e6bb110f8a10 |
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| Source note | uspto-grants-2001_01 |
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