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Sodium hydride → [Rac]-2-ethoxy-3-[3-methyl-4-(2-phenyl-oxazol-4-ylmethoxy)-phenyl]-propionic acid ethyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | 4-(Chloromethyl)-2-phenyl-1,3-oxazole | HCID 3551196 | — |
| 反応物 | Ethyl 2-ethoxy-3-(4-hydroxy-3-methylphenyl)propanoate | HCID 22708451 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | [Rac]-2-ethoxy-3-[3-methyl-4-(2-phenyl-oxazol-4-ylmethoxy)-phenyl]-propionic acid ethyl ester | HCID 69557720 | — |
反応手順
In analogy to the procedure described in example 108 c], [rac]-2-ethoxy-3-(4-hydroxy-3-methyl-phenyl)-propionic acid ethyl ester [PCT Int. Appl. (2001), WO01/40172A1] was treated with 4-chloromethyl-2-phenyl-oxazole [prepared from benzamide and 1,3-dichloroacetone as described in Bioorg. Med. Chem. Lett. (2000), 10(17), 2041-2044] and sodium hydride in N,N-dimethylformamide to yield [rac]-2-ethoxy-3-[3-methyl-4-(2-phenyl-oxazol-4-ylmethoxy)-phenyl]-propionic acid ethyl ester, which was further saponified in analogy to the procedure described in example 91 e] to yield [rac]-2-ethoxy-3-[3-methyl-4-(2-phenyl-oxazol-4-ylmethoxy) -phenyl]-propionic acid as colorless gum.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06642389B2 |
| 出典データセット | uspto-grants-2003_11 |
| ORD ID | ord-4519f382f92446308bce4d7c54e5de22 |
| 出典メモ | uspto-grants-2003_11 |