Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | HCID 86761237 | HCID 86761237 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86761239 | HCID 86761239 | 71.1% |
Reaction Steps
To a solution of (2R,3R)-3-(3,4-dichloro-phenyl)-2-methanesulfonyloxy-butyric acid methyl ester (0.70 g, 2.05 mmol) in DMF (10 mL) was added NaN3 (0.27 g, 4.10 mmol). The reaction was heated at 55° C. overnight. The mixture was quenched with water and extracted with EtOAc. The organic phase was washed with water (2×), dried (MgSO4), and concentrated. The product was purified by flash chromatography to give 0.42 g (71%) of product. 1H NMR (500 MHz, CDCl3): 7.39 (d, J=8.3, 1H), 7.35 (d, J=2.1, 1H), 7.10 (dd, J=8.3, 2.1, 1H), 3.96 (d, J=6.4, 1H), 3.71 (s, 3H), 3.29 (m, 1H), 1.33 (d, J=7.0, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07855292B2 |
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| Source dataset | uspto-grants-2010_12 |
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| ORD ID | ord-fcfed6cd473749a49aa8070fbb28279b |
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| Source note | uspto-grants-2010_12 |
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