HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Iodide → (S)-3-{4-[2-(3,5-dimethoxy-phenyl)-5-methyl-oxazol-4-ylmethoxy]-2-methyl-phenyl}-2-ethoxy-propionic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | 3,5-Dimethoxybenzaldehyde | HCID 81747 | — |
| Reactant | Oxazole, 4-(chloromethyl)-2-(3,5-dimethoxyphenyl)-5-methyl- | HCID 21974252 | — |
| Reactant | (S)-2-ethoxy-3-(4-hydroxy-2-methyl-phenyl)-propionic acid methyl ester | HCID 68616579 | — |
| Product | (S)-3-{4-[2-(3,5-dimethoxy-phenyl)-5-methyl-oxazol-4-ylmethoxy]-2-methyl-phenyl}-2-ethoxy-propionic acid methyl ester | HCID 69280726 | — |
Reaction Steps
In analogy to the procedure described in example 1 f], (2S)-2-ethoxy-3-(4-hydroxy-2-methyl-phenyl)-propionic acid methyl ester (example 1 d]) was reacted with 4-chloromethyl-2-(3,5-dimethoxy-phenyl)-5-methyl-oxazole (prepared from 3,5-dimethoxy-benzaldehyde and diacetyl monoxyme followed by treatment with POCl3 in analogy to the procedures described in examples 2 a] and b]) in the presence of cesium carbonate and potassium iodide to yield (S)-3-{4-[2-(3,5-dimethoxy-phenyl)-5-methyl-oxazol-4-ylmethoxy]-2-methyl-phenyl}-2-ethoxy-propionic acid methyl ester as colorless liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07348349B2 |
| Source dataset | uspto-grants-2008_03 |
| ORD ID | ord-08e528c90a0e45efa58e7ee28ea9a589 |
| Source note | uspto-grants-2008_03 |