HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 3-{3-Fluoro-4-[1-(2-methyl-4'-trifluoromethyl-biphenyl-4-yl)-heptyloxy]-benzoylamino}-propionic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Tributylphosphine | HCID 13831 | — |
| Reactant | 3-(3-Fluoro-4-hydroxy-benzoylamino)-propionic acid ethyl ester | HCID 59729401 | — |
| Reactant | 1-(2-Methyl-4'-trifluoromethyl-biphenyl-4-yl)-heptan-1-ol | HCID 59729440 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 3-{3-Fluoro-4-[1-(2-methyl-4'-trifluoromethyl-biphenyl-4-yl)-heptyloxy]-benzoylamino}-propionic acid ethyl ester | HCID 59729408 | 90% |
Reaction Steps
Combine 1-(2-methyl-4′-trifluoromethyl-biphenyl-4-yl)-heptan-1-ol (0.090 g, 0.25 mmol) and 3-(3-fluoro-4-hydroxy-benzoylamino)-propionic acid ethyl ester (0.050 g, 0.20 mmol) in toluene (1.0 mL). Add 1,1′(diazocarbonyl)dipiperidine (0.076 g, 0.3 mmol) followed by tributyl-phosphane (0.074 mL, 0.3 mmol) under inert atmosphere. Stir at room temperature for 16 hours. Dilute reaction with ethyl acetate filter and remove solvent under reduced pressure. Purify on silica gel chromatography (0-50% Ethyl acetate/hexanes gradient) to provide 0.105 g of title compound (90%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07989457B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-2ca449309fdf41baad8672f9d624a2b7 |
| Source note | uspto-grants-2011_08 |