Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Methyl-5-sulfanylpentan-2-ol | HCID 54022983 | — |
| Reactant | HCID 54164197 | HCID 54164197 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 53645409 | HCID 53645409 | 9.2% |
Reaction Steps
A suspension of mesylate of Step 6 (4.4 g, 66 mmol) and Cs2CO3 (4.3 g, 132 mmol) in CH3CN (44 mL) was degassed and then purged with N2. The suspension was then cooled to 0° C. and 4-hydroxy-4-methyl-1-pentanethiol (Step 7, 1.8 mL, 132 mmol) was added. The reaction was stirred for 30 min at 0° C. followed by 3 h at r.t. Water (50 mL) was then added and the product was extracted with EtOAc. The organic layer was washed with H2O and saturated NaCl solution. The solvent was removed under vacuum and the crude product was purified by flash chromatography (1:20 and 1:10 EtOAc:toluene) to give the title compound as an off-white foam (4.25 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05856322 |
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| Source dataset | uspto-grants-1999_01 |
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| ORD ID | ord-697b2ee3698846bcaee429fa72f5d638 |
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| Source note | uspto-grants-1999_01 |
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