Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzoyl Peroxide | HCID 7187 | — |
| Reactant | Dibutyl sulfide | HCID 11002 | — |
| Reactant | Ritonavir | HCID 392622 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 42637792 | HCID 42637792 | 68% |
Reaction Steps
To a solution of the compound of Example 1 (3.0 g, 4.2 mmol) and butyl sulfide (18 mL) in acetonitrile (24 mL) at 0° C. was added benzoyl peroxide (2.0 g) in three portions over 3 hours, and the reaction was stirred at 0° C. for 1 hour and then at room temperature for 1 hour. Additional benzoyl peroxide (4.0 g) was added in two portions over 2 hours at room temperature. The reaction was diluted with ethyl acetate and washed with 10% Na2CO3 and brine. The organic phase was dried over MgSO4, filtered and evaporated. The concentrate was chromatographed on silica gel eluting with a gradient starting with 50% ethyl acetate in chloroform and ending with ethyl acetate to give the title compound (2.43 g, 68% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07718633B2 |
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| Source dataset | uspto-grants-2010_05 |
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| ORD ID | ord-c20c665e15a74266a85bce98cb2d5f34 |
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| Source note | uspto-grants-2010_05 |
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