HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylsilane → 3-{4-[2-(2-Cyclohexyl-5-methyl-oxazol-4-yl)-ethoxy]-3,5-dimethyl-phenyl}-2-isopropoxy-propionic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | 3-{4-[2-(2-Cyclohexyl-5-methyl-oxazol-4-yl)-ethoxy]-3,5-dimethyl-phenyl}-3-hydroxy-2-isopropoxy-propionic acid ethyl ester | HCID 69489666 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | 3-{4-[2-(2-Cyclohexyl-5-methyl-oxazol-4-yl)-ethoxy]-3,5-dimethyl-phenyl}-2-isopropoxy-propionic acid ethyl ester | HCID 69486816 | 99.5% |
Reaction Steps
0.189 g of the above prepared 3-{4-[2-(2-cyclohexyl-5-methyl-oxazol-4-yl)-ethoxy]-3,5-dimethyl-phenyl}-3-hydroxy-2-isopropoxy-propionic acid ethyl ester (0.388 mmol) was dissolved in 1.5 ml of trifluoroacetic acid, treated at 0° with 0.620 ml of triethylsilane (10 eq.) and then kept for 32 h at RT under vigorous stirring. The reaction mixture was then poured onto crashed ice/AcOEt/NaHCO3, the organic layer washed with water (pH of aq. Phase ˜9), dried over sodium sulfate, and evaporated to dryness. Flash chromatography (SiO2, hexane/AcOEt=8/2) produced 0.182 g of the title compound as colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07109225B2 |
| Source dataset | uspto-grants-2006_09 |
| ORD ID | ord-05674c7897284aabace2cf534af84b86 |
| Source note | uspto-grants-2006_09 |