HuagongsheHuagongshe Chemistry Print Report · For research reference only
Azido(trimethyl)stannane → HCID 178461654, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Azido(trimethyl)stannane | HCID 5104973 | — |
| Reactant | HCID 58109410 | HCID 58109410 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 178461654 | HCID 178461654 | 22.9% |
Reaction Steps
To a solution of 3-((R)-3-((S)-1-(2′,4′-difluorobiphenyl-4-yl)ethyl)-6-(4-fluorophenyl)-2-oxo-1,3-oxazinan-6-yl)propanenitrile (40 mg, 0.086 mmol) in anhydrous toluene (3 mL) was added Me3SnN3 (89 mg, 0.43 mmol) at 0° C. The mixture was refluxed overnight. The solvent was removed under reduced pressure and the residue was purified by preparative TLC to afford (R)-6-(2-(1H-tetrazol-5-yl)ethyl)-3-((S)-1-(2′,4′-difluorobiphenyl-4-yl)ethyl)-6-(4-fluorophenyl)-1,3-oxazinan-2-one (10 mg, yield: 22%). 1H NMR (CDCl3): 1.20 (m, 3H), 1.73-1.88 (m, 1H), 1.91-2.07 (m, 4H), 2.20-2.31 (m, 1H), 2.58-2.77 (m, 2H), 5.43 (m, 1H), 6.67-6.90 (m, 7H), 7.01 (m, 2H), 7.11 (m, 2H), 7.18 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08575156B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-7dbb7a19937b4ef6b0bb613acf0d07d9 |
| Source note | uspto-grants-2013_11 |