Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | Sodium methanethiolate | HCID 4378561 | — |
| Reactant | (2S)-2-[(tert-butoxycarbonyl)amino]-2-phenylethyl methanesulfonate | HCID 10335849 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 89535947 | HCID 89535947 | 76.1% |
Reaction Steps
(S)-2-((tert-butoxycarbonyl)amino)-2-phenylethyl methanesulfonate (600 mg, 1.902 mmol) and sodium thiomethoxide (593 mg, 7.61 mmol) were added to a 20 mL microwave tube equipped with mechanical stir bar and charged with Dioxane (10 ml). The reaction was allowed to heat overnight at 45° C. The reaction was poured into 5 mL MeOH and 5 g silica, and the solvents were evaporated in vacuo. The dry-loaded crude product was purified on 50 g SNAP column 10-50% EtOAc/hexanes to provide (S)-tert-butyl (2-(methylthio)-1-phenylethyl)carbamate (387 mg, 1.447 mmol, 76% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09023865B2 |
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| Source dataset | uspto-grants-2015_05 |
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| ORD ID | ord-86801c9302f14a6ba54e1f998403fc75 |
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| Source note | uspto-grants-2015_05 |
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