HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Iodide → (S)-3-{2-chloro-4-[2-(2-methoxy-phenyl)-5-methyl-oxazol-4-ylmethoxy]-phenyl]-2-ethoxy-propionic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | 2-Methoxybenzaldehyde | HCID 8658 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | 4-(Chloromethyl)-2-(2-methoxyphenyl)-5-methyl-1,3-oxazole | HCID 22273918 | — |
| Reactant | (2S)-3-(2-chloro-4-hydroxy-phenyl)-2-ethoxy-propionic acid methyl ester | HCID 68616433 | — |
| Product | (S)-3-{2-chloro-4-[2-(2-methoxy-phenyl)-5-methyl-oxazol-4-ylmethoxy]-phenyl]-2-ethoxy-propionic acid methyl ester | HCID 69280736 | — |
Reaction Steps
In analogy to the procedure described in example 1 f], (2S)-3-(2-chloro-4-hydroxy-phenyl)-2-ethoxy-propionic acid methyl ester (example 15 d]) was reacted with 4-chloromethyl-2-(2-methoxy-phenyl)-5-methyl-oxazole (prepared from 2-methoxy-benzaldehyde and diacetyl monoxyme followed by treatment with POCl3 in analogy to the procedures described in examples 5 a] and 2 b]) in the presence of cesium carbonate and potassium iodide to yield (S)-3-{2-chloro-4-[2-(2-methoxy-phenyl)-5-methyl-oxazol-4-ylmethoxy]-phenyl}-2-ethoxy-propionic acid methyl ester as colorless liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06969725B2 |
| Source dataset | uspto-grants-2005_11 |
| ORD ID | ord-5d4825b86bc640d7a31bc1394e053dbf |
| Source note | uspto-grants-2005_11 |