摘要
(1S)-1-(4-甲氧基-3-乙氧基)苯基-2-(甲磺酰基)乙胺(Ⅰ)是合成阿普斯特的重要中间体。基于此,以3-羟基-4-甲氧基苯甲醛(异香兰素)为原料,经过亲核加成-消除、亲核取代、加成-还原三步反应,得到消旋体的1-(4-甲氧基-3-乙氧基)苯基-2-(甲磺酰基)乙胺(Ⅴ),最后再通过拆分得到目标化合物(Ⅰ)。目标化合物结构经红外、核磁共振、质谱等表征确定。实验表明,该合成路线简洁,原料易得,反应条件易于控制,拆分前的总收率为66.6%。
(1S)-1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethenamine(1) is the apremilast important intermediate. The method utilizes 3-hydrogen-4-methoxybenzaldehyde through necleophilic addition-elimination, necleophilic substitution, addition-reduction to obtain 1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethenamine(5), through resolution to obtain the target compound(1). The synthetic method was simple and efficient, and all starting materials used in the study were commercially available. The total yield was 66.6%, and the structure of the structure of the target compound was confirmed by IR, 1HNMR, 13 CNMR and MS.
出处
《生物化工》
2016年第2期4-7,共4页
Biological Chemical Engineering
关键词
阿普斯特
中间体
异香兰素
合成
拆分
消旋体
Apremilast
Intermediate
3-hydrogen-4-methoxybenzaldehyde
Synthesis
Resolution
Racemate
