HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → (2s)-2-{[3',5-Difluoro-4'-(phenylsulfonyl)biphenyl-2-yl]oxy}propanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | tert-butyl (2R)-2-hydroxypropanoate | HCID 10953655 | — |
| Reactant | 3',5-Difluoro-4'-(phenylsulfonyl)biphenyl-2-ol | HCID 67238902 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (2s)-2-{[3',5-Difluoro-4'-(phenylsulfonyl)biphenyl-2-yl]oxy}propanoic acid | HCID 57572451 | — |
Reaction Steps
Diisopropyl azodicarboxylate (0.19 ml) was added to a solution of the product of example 2 part (iii) (250 mg), tert-butyl(R)-(+)-lactate (141 mg) and triphenylphosphine (252 mg) in tetrahydrofuran (10 ml) at 0° C. After 20 minutes the ice bath was removed and the reaction stirred at room temperature overnight. The reaction mixture was then adsorbed onto silica and purified using flash column chromatography (eluent 10% ethylacetate/hexane) to give the subtitle compound as an oil, yield 140 mg.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08415394B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-430b2e8b44a1496ca644e6e83aa79bd9 |
| Source note | uspto-grants-2013_04 |