Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | (2S)-2-[(tert-butoxycarbonyl)amino]-2-phenylethyl 4-methylbenzenesulfonate | HCID 10894464 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86762376 | HCID 86762376 | 90% |
Reaction Steps
The mixture of (2S)-2-[(tert-butoxycarbonyl)amino]-2-phenylethyl 4-methylbenzenesulfonate (350 mg, 0.9 mmol, 1.0 eq.) and sodium azide (117 mg, 1.8 mmol, 2.0 eq.) in N,N-dimethylformamide (5 ml) was stirred at 65° C. overnight. The mixture was cooled to room temperature and diluted with water and ethyl acetate. The organic layer was separated and washed with brine, dried, and concentrated to afford tert-butyl [(1S)-2-azido-1-phenylethyl]carbamate in 90% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08710044B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-4e1d86bd2a464e67877e86729d28223b |
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| Source note | uspto-grants-2014_04 |
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