152279-17-9Relevant articles and documents
Treatment method of by-product after enzymatic resolution of gamma-lactam
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Paragraph 0014-0017, (2021/02/10)
The invention provides a treatment method of a by-product after enzymatic resolution of gamma-lactam. The treatment method comprises the following steps of carrying out racemization catalytic reactionon the by-product (+)1-amino-4-formate-2-cyclopentene,
Diastereoselective Diboration of Cyclic Alkenes: Application to the Synthesis of Aristeromycin
Vendola, Alex J.,Allais, Christophe,Dechert-Schmitt, Anne-Marie R.,Lee, James T.,Singer, Robert A.,Morken, James P.
supporting information, p. 2863 - 2867 (2021/05/05)
The Pt-catalyzed diboration of cyclic alkenes is extended to unsaturated heterocycles and bicyclic compounds and can be accomplished in a diastereoselective fashion. The optimal procedures, substrate scope, and diastereoselectivity were investigated, and examples employing both homogeneous and heterogeneous catalysis were examined. Lastly, application to the construction of the nucleoside analog (±)-aristeromycin was conducted.
Substituent and solvent effects in the 1,3-dipolar cycloadditions for synthesis of anti-influenza agent peramivir and its analog
Chen, Chien-Liang,Chiu, Tzu-Wei,Chen, Yung-Wen,Fang, Jim-Min
, p. 4458 - 4470 (2019/07/03)
Influenza remains a health problem to humans. Peramivir is a FDA approved anti-influenza drug targeting the virus neuraminidase. The (3 + 2) cycloaddition reaction of 2-ethylbutanenitrile oxide with the cyclopentene dipolarophile derived from Vince lactam is a key step in the conventional synthesis of peramivir. Our study showed that conducting the (3 + 2) cycloaddition reactions with either aliphatic or aromatic nitrile oxide in hexane solution provided high percentage of the desired regioisomer, and the N-substituent having electron-withdrawing property is also beneficial to the regioselectivity. This study also demonstrated an alternative synthetic pathway of (?)-peramivir and the analog having a phenyl group in place of the 3-pentyl moiety.