HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylsilane → HCID 69487539, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | 3-[4-(2-tert-Butyl-5-methyl-oxazol-4-ylmethoxy)-benzo[b]thiophen-7-yl]-2-ethoxy-3-hydroxy-propionic acid ethyl ester | HCID 69487056 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | HCID 69487539 | HCID 69487539 | 65.8% |
Reaction Steps
0.200 g of the above prepared 3-[4-(2-tert-butyl-5-methyl-oxazol-4-ylmethoxy)-benzo[b]thiophen-7-yl]-2-ethoxy-3-hydroxy-propionic acid ethyl ester (0.433 mmol) was dissolved in 1.4 ml of trifluoroacetic acid, treated at 0° with 0.688 ml of triethylsilane (10 eq.) and then kept for 6 h at 0° under vigorous stirring. The reaction mixture was then poured onto crashed ice/AcOEt/NaHCO3, the organic layer washed with water (pH of aq. phase ˜8), dried over magnesium sulfate, and evaporated to dryness. Flash chromatography (SiO2, hexane/AcOEt=8/2) yielded 0.127 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-fd8c1af79b9b42c08b40d2c4524a0b43 |
| Source note | uspto-grants-2006_09 |