HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 86617926, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | (2R)-1-{[(1,1-Dimethylethyl)(dimethyl)silyl]oxy}propan-2-ol | HCID 13175135 | — |
| Reactant | [2-(2-Fluoro-3-hydroxy-5-methoxyphenyl)-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene]carbamic acid methyl ester | HCID 72312745 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86617926 | HCID 86617926 | — |
Reaction Conditions
| Temperature | -78 °C |
|---|
Reaction Steps
[2-(2-Fluoro-3-hydroxy-5-methoxyphenyl)-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene]carbamic acid methyl ester (Example (3d), 275 mg), (R)-1-(t-butyldimethylsilanyloxy)propan-2-ol [CAS No. 136918-07-5] (171 mg), and triphenylphosphine (236 mg) were dissolved in 3 ml of THF under a nitrogen atmosphere, and the resulting mixture was cooled to −78° C. After the addition of 0.177 ml of N,N′-diisopropylazodicarboxylate, the mixture was allowed to warm to room temperature with stirring overnight. The reaction mixture was concentrated, and the residue was purified by silica gel column chromatography (heptane-ethyl acetate) to give the title compound (343 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07816522B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-4b2f0b8514444205a2fb2940736284df |
| Source note | uspto-grants-2010_10 |