A facile method for the synthesis of 2-(3-hydroxy-1-adamantyl)-2-oxoacetic acid and it's optimization

作者：Wang, Hui-fei; Gan, Run; Zhou, Jing; Liao, Qi; Wang, Tian-bao; Zhong, Cai-ling; Xiang, Yuan-yuan; Lin, Hong-bo; Hu, Xiang-nan^*

来源：Pakistan Journal of Pharmaceutical Sciences, 2018, 31(4): 1393-1397.

• Diabetes
• key intermediate
• saxagliptin
• optimization
• one-pot method

2-(3-hydroxy-1-adamantyl)-2-oxoacetic acid (IV), a key intermediate of saxagliptin for type 2 diabetes mellitus (T2DM), was prepared from 1-adamantanecarboxylic acid(I) via oxidation by potassium permanganate(KMnO4) to afford 3-hydroxy-1-adamantanecarboxylic acid (II), which was treated with a one-pot method to give 1-acetyl-3-hydroxyadamantane (III) followed by oxidation. Some key steps were optimized and the overall yield was about 51%.

• 出版日期2018-7
• 单位重庆医科大学