Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium ethanethioate | HCID 23670855 | — |
| Reactant | HCID 86756323 | HCID 86756323 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86756322 | HCID 86756322 | 92.4% |
Reaction Steps
Potassium thioacetate (365 mg) is added to a solution of 427.7 mg of (3R,5R)-1-allyloxycarbonyl-5-(imidazo[5,1-b]thiazol-3-yl)methyl-3-methanesulfonyloxypyrrolidine in 4.5 ml of DMF, and the mixture is stirred under an argon stream at 70° C. for 8.5 hr. The reaction solution is cooled, water is added thereto, and the mixture is extracted four times with ethyl acetate. The organic layer is washed once with saturated saline, dried over anhydrous magnesium sulfate, and filtered. The solvent is removed by evaporation under reduced pressure to give a crude product which is then purified by column chromatography on silica gel (hexane:ethyl acetate=1:1) to give 374.7 mg of the title compound as a brown viscous 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-0e02260bf0e042c0b23f6a30bd2b698a |
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| Source note | uspto-grants-2001_01 |
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