Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Sodium sulfate decahydrate | HCID 62649 | — |
| Reactant | Diisobutylaluminumhydride | HCID 21225700 | — |
| Reactant | HCID 67777657 | HCID 67777657 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86666309 | HCID 86666309 | 99.6% |
Reaction Steps
To a solution of methyl 5-({(2S)-2-[(tert-butoxycarbonyl)amino]propyl}oxy)pyridine-2-carboxylate (4.78 g) in THF (75 mL) was added a toluene solution (1.0 M, 30.8 mL) of diisobutylaluminum hydride at −78° C., and the mixture was stirred at −20° C. for 2 hr under an argon atmosphere. Sodium sulfate decahydrate (22.7 g) was added thereto at −78° C., and the mixture was stirred at room temperature overnight. The reaction mixture was filtered through celite, and the solvent of the filtrate was evaporated under reduced pressure to give the title compound as a pale-yellow solid (4.30 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08729102B2 |
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| Source dataset | uspto-grants-2014_05 |
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| ORD ID | ord-b10f9f743e004118b8fb30fe4f24bd61 |
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| Source note | uspto-grants-2014_05 |
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