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Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester → (S,E)-tert-butyl 4-(3-ethoxy-3-oxoprop-1-enyl)-2,2-dimethyloxazolidine-3-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester | HCID 70670 | — |
| 反応物 | 3-Boc-2,2-dimethyloxazolidine-4-carboxaldehyde, (R)-(+)- | HCID 178792 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | (S,E)-tert-butyl 4-(3-ethoxy-3-oxoprop-1-enyl)-2,2-dimethyloxazolidine-3-carboxylate | HCID 10732902 | 111.3% |
反応手順
A mixture comprising (4R)-4-formyl-2,2-dimethyl-1,3-oxazolidine-3-carboxylic acid tert-butyl ester (11.7 g), (carbethoxymethylene)triphenylphosphorane (20.7 g), and toluene (100 mL) was stirred at 100° C. for 18 hours. The reaction mixture was concentrated, and the residue was purified by silica gel column chromatography (hexane:ethyl acetate=8:1), to thereby give the title compound (17 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07576135B2 |
| 出典データセット | uspto-grants-2009_08 |
| ORD ID | ord-896b2569bd9144c4a0f614a97fcaf480 |
| 出典メモ | uspto-grants-2009_08 |