Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | (2S,3S)-N-tert-Butyloxycarbonyl-3-(tert-butyldimethylsilanyloxy)-2-((1S)-1-methanesulfonyloxyethyl)pyrrolidine | HCID 59424835 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 16732282 | HCID 16732282 | 72.3% |
Reaction Steps
A mixture of 80B (650 mg, 1.53 mmol) and sodium azide (597 mg, 9.18 mmol) was heated at 80° C. for 2 days. The reaction was diluted with EtOAc (200 mL), washed with brine:water (1:1, 4×15 mL), dried (MgSO4), filtered and concentrated to give the crude product. Purification by chromatography (40 g ISCO silica gel cartridge, 0-20% EtOAc/hexane) provided 80C as a colorless oil (410 mg). MS (ES) m/z 271 [M-Boc+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07772267B2 |
|---|
| Source dataset | uspto-grants-2010_08 |
|---|
| ORD ID | ord-c9664006f3fb40c591339eeb71c855d6 |
|---|
| Source note | uspto-grants-2010_08 |
|---|
