Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1,4-Dioxane hydrochloride | HCID 20443148 | — |
| Reactant | HCID 123560014 | HCID 123560014 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 90192598 | HCID 90192598 | 99.3% |
Reaction Steps
To a solution of 254 mg of (S)—N-[(2S)-1-{[tert-butyl (dimethyl)silyl]oxy}-2-(5-methyl-1,3-thiazol-2-yl)propan-2-yl]-2-methylpropane-2-sulfinamide in 6.9 ml of tetrahydrofuran (THF) was added 1.1 ml of a 4 M hydrogen chloride/1,4-dioxane solution, followed by stirring at room temperature for 4 hours. To the reaction mixture was added 0.62 ml of triethylamine, and water was then added thereto, followed by extraction with chloroform. The organic layer was dried over anhydrous magnesium sulfate and the solvent was then evaporated under reduced pressure. To the obtained residue was added ethyl acetate and the insoluble materials were separated by filtration. The filtrate was concentrated under reduced pressure to obtain 185 mg of (2S)-1-{[tert-butyl (dimethyl)silyl]oxy}-2-(5-methyl-1,3-thiazol-2-yl)propan-2-amine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09278968B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-c4e658818b954760b7f6708275e8f5c6 |
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| Source note | uspto-grants-2016_03 |
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