HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 131734986, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | Azidotrimethylsilane | HCID 78378 | — |
| Reactant | HCID 131734987 | HCID 131734987 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 131734986 | HCID 131734986 | — |
Reaction Steps
To a mixture of 410 mg of tert-butyl {(2S)-3-(benzyloxy)-1-[(2-cyanoethyl)amino]-1-oxopropan-2-yl}carbamate, 400 mg of triphenylphosphine, and 10 ml of acetonitrile were added 310 μl of diisopropyl azodicarboxylate and 210 μl of trimethylsilyl azide under ice-cooling, followed by stirring at room temperature for 22 hours. The reaction mixture was concentrated under reduced pressure and the obtained residue was purified by silica gel column chromatography to obtain 280 mg of tert-butyl {(1R)-2-(benzyloxy)-1-[1-(2-cyanoethyl)-1H-tetrazol-5-yl]ethyl}carbamate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09278968B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-f0123a34cbe0467f82d7a1b5ce01bfcb |
| Source note | uspto-grants-2016_03 |