HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 118379264, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Reactant | HCID 6107782 | HCID 6107782 | — |
| Reactant | HCID 131733836 | HCID 131733836 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 118379264 | HCID 118379264 | 22.4% |
Reaction Steps
To a solution of benzyl ((2R,3S)-2-((4-(1-hydroxyethyl)-2H-1,2,3-triazol-2-yl)methyl)-4-oxoazetidin-3-yl)carbamate (460 mg, 1.33 mmol), (E)-tert-butyl (((tert-butoxycarbonyl)imino)(1H-pyrazol-1-yl)methyl)carbamate (455 mg, 1.465 mmol), and triphenylphosphine (419 mg, 1.60 mmol) in THF (7 ml) at 0° C. was added DIAD (0.311 ml, 1.598 mmol) dropwise. The reaction was stirred at room temperature overnight and concentrated to dryness. Purification of the crude residue via silica gel chromatography (EtOAc-Heptane, 30-60%) afforded the title compound (190 mg, 22%) as a light yellow solid. LCMS: Rt=0.99 min, m/z=638.4 (M+1) Method 2m_acidic.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09174978B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-b114eab5240a4897a2c25094193d1442 |
| Source note | uspto-grants-2015_11 |