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HRID 415699作成日:2026年10月26日

Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester → (S,E)-tert-butyl 4-(3-ethoxy-3-oxoprop-1-enyl)-2,2-dimethyloxazolidine-3-carboxylate

https://huagongshe.com/reaction/415699

反応式

関与物質

役割名称HCID仕込み量
反応物Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl esterHCID 70670—
反応物3-Boc-2,2-dimethyloxazolidine-4-carboxaldehyde, (R)-(+)-HCID 178792—
溶媒TolueneHCID 1140—
生成物(S,E)-tert-butyl 4-(3-ethoxy-3-oxoprop-1-enyl)-2,2-dimethyloxazolidine-3-carboxylateHCID 10732902111.3%

反応条件

温度100 °C

反応手順

A mixed solution comprising (4R)-4-formyl-2,2-dimethyl-1,3-oxazolidine-3-carboxylic acid tert-butyl ester (11.7 g), (carboethoxymethylene)triphenylphosphorane (20.7 g) and toluene (100 ml) was heated with stirring at 100° C. for 18 hours. The reaction mixture was concentrated, and the resulting residue was purified by silica gel column chromatography (hexane:acetic acid ethyl ester=8:1), to obtain the title compound (17 g).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08088796B2
出典データセットuspto-grants-2012_01
ORD IDord-981112ebcf974b618030a67fa482d260
出典メモuspto-grants-2012_01