Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Lithium borohydride | HCID 4148881 | — |
| Reactant | HCID 86732233 | HCID 86732233 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86732232 | HCID 86732232 | — |
Reaction Steps
To a solution of tert-butyl 3-(2,3-difluorophenyl)-3-((R)-1,1-dimethylethylsulfinamido)butanoate (17.9 g, 47.7 mmol) in THF (250 mL) at ambient temperature was added lithium borohydride, 2m solution in THF (47.7 mL, 95 mmol) followed by MeOH (12 mL, slightly exothermic reaction. added slowly via syringe). After stirred for 2 h, the reaction was carefully quenched by the addition of saturated ammonium chloride, followed by water and EtOAc. The separated organic phase was washed with brine, dried over Na2SO4 and filtered. The filtrate was concentrated and dried in vacuum to afford (R)-N-(2-(2,3-difluorophenyl)-4-hydroxybutan-2-yl)-2-methylpropane-2-sulfinamide as light yellow foam. It was carried to next step without purification. MS m/z=306.1 [M+H]+. Calculated for C14H21F2NO2S: 305.4
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09296734B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-9fa68c9fb9b344de8cc3871cb7735e6a |
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| Source note | uspto-grants-2016_03 |
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