HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 67460302, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Reactant | HCID 11226475 | HCID 11226475 | — |
| Reactant | HCID 23103592 | HCID 23103592 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 67460302 | HCID 67460302 | 71.1% |
Reaction Steps
In a nitrogen stream, diisopropylazodicarboxylate (0.14 mL, 0.72 mmol) was slowly added dropwise to a mixture of (4-cyclopropylphenyl)-(3-hydroxypyridin-4-yl)methanone (0.18 g, 0.74 mmol), (1S,2S,3S,4R,5R)-2,3,4-trisbenzyloxy-5-benzyloxymethylcyclohexanol (0.20 g, 0.37 mmol), triphenylphosphine (0.19 g, 0.74 mmol) and toluene (1.3 mL) under cooling with ice. The reaction mixture was stirred at room temperature for three hours, and then the solvent was distilled under reduced pressure and the obtained residue was purified by silica gel flash column chromatography [developing solution=n-hexane:ethyl acetate (2:3)] to obtain the title product (0.20 g, 71%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08048897B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-3ee55ca2575b488fa36912da59841eec |
| Source note | uspto-grants-2011_11 |