3-Methyl 5-{3-[(4-Methylbenzenesulfonyl)oxy]propyl} 4-(2,3-Dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

Autor: Carlotta Borgarelli, Stijn Lenaers, Wim M. De Borggraeve, Ermal Ismalaj
Jazyk: angličtina
Rok vydání: 2022
Předmět:
Zdroj: Molbank, Vol 2022, Iss 4, p M1460 (2022)
Druh dokumentu: article
ISSN: 1422-8599
DOI: 10.3390/M1460
Popis: The 1,4-dihydropyridine is a ubiquitous scaffold employed not only in medicinal chemistry but also in organic synthesis, given its ability to act as a hydrogen transfer reagent, thus emulating NAD(P)H reducing agents. In this work, we describe the synthesis of 3-methyl 5-{3-[(4-methylbenzenesulfonyl)oxy]propyl} 4-(2,3-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate as scaffold, which enables downstream derivatization towards new 1,4-dihydropyridine molecules. Inspired by the literature, a new two-step synthesis was planned that involved: (i) synthesis of a silylated 1,4-dihydropyridine derivative and (ii) deprotection and tosylation in one step using tosyl fluoride.
Databáze: Directory of Open Access Journals
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