HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 69310397, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | tert-butyl N-(2-hydroxyethyl)carbamate | HCID 2733206 | — |
| Reactant | 1,2,5-thiadiazol-3-ol | HCID 4340508 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69310397 | HCID 69310397 | 95.4% |
Reaction Steps
Diisopropyl azodicarboxylate (1.1 ml, 5.5 mmol) was added dropwise to a solution of 2-(t-butoxycarbonylamino)ethanol (850 μl, 5.5 mmol), 3-oxo-2,3-dihydro-1,2,5-thiadiazole (Method 75; 510 mg, 5 mmol) and triphenylphosphine (1.44 g, 5.5 mmol) in THF (20 ml) and the mixture was stirred at ambient temperature for 18 hours. The solvent was evaporated and the residue purified by flash chromatography on silica gel eluting with iso-hexane: EtOAc (100:0 increasing in polarity to 4:1) to give the title compound (1.17 g, 95%) as a white solid. NMR 1.38 (s, 9H), 3.31 (m, 2H), 4.16 (t, 2H), 6.96 (m, 1H), 8.35 (s, 1H); m/z 246.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07465728B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-733f3ba711ce4321b9d9315962b84058 |
| Source note | uspto-grants-2008_12 |