Development or new anti-influenza molecules using organocatalyzed Diels-Alder reaction of 1,2-dihydropyridines with dienophiles as a key reaction
高木, 僚平 ,
関, 千草 ,
小川, 晴子 ,
今井, 邦俊 上井, 幸司 ,
メディシナルケミストリーシンポジウム講演要旨集 = Symposium on Medicinal Chemistry
148 , 2015-11-01 , 日本薬学会医薬化学部会
Tamiflu is a potent inhibitory neuraminidase that is used worldwide as a drug for influenza. However, most recently, a microbe resistant to Tamiflu was confirmed. Therefore, the development of an effective new anti-influenza molecules is needed as soon as possible. In this study, we tried to prepare a new antiviral candidate molecules having the characteristic of both Tamiflu and Relenza by using amino alcohol organocatalyzed DA reaction of 1,2-dihydropyridines with acrolein as a key reaction. We will describe that the synthesis of both the key intermediates 5 and 6 that were obtained from the chiral isoquinuclidine deriveative 3, and the preparation of new antiviral candidate molecules X, Y derived from 5, 6 and its anti-influenza activety.