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A facile method for the synthesis of 2-(3-hydroxy-1-adamantyl)-2- oxoacetic acid and it's optimization.
Author(s)
Hui-fei Wang Department of Pharmacy, Chongqing Medical University,Chongqing,PR China
Run Gan Bishan Area Maternal and child health care Hospital. Bishan,Chongqing,PR China
Jing Zhou Department of Pharmacy, Chongqing Medical University,Chongqing,PR China
Qi Liao Department of Pharmacy, Chongqing Medical University,Chongqing,PR China
Tian-bao Wang Department of Pharmacy, Chongqing Medical University,Chongqing,PR China
Cai-ling Zhong Department of Pharmacy, Chongqing Medical University,Chongqing,PR China
Yuan-yuan Xiang Department of Pharmacy, Chongqing Medical University,Chongqing,PR China
Hong-bo Lin Department of Pharmacy, Chongqing Medical University,Chongqing,PR China
Xiang-nan Hu Department of Pharmacy, Chongqing Medical University,Chongqing,PR China
Abstract
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%.
Publication Details
Page(s) 1393-1397
DOI DOI not available
Published Journal: Pakistan Journal of Pharmaceutical Sciences, Volume: 31, Issue: 4, Year: 2018
Keywords
onepot method
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