N-4 Alkyl Cytosine Derivatives Synthesis: A New Approach

Reactions

Silvana Pedatella¹  Carmine Ostacolo²  Isabel M. Gomez-Monterrey²  Alessia Bertamino³  Pietro Campiglia³  Mauro De Nisco⁴  Michele Manfra⁴  Antonio Di Maio⁵ 

[1] Department of Chemical Sciences, University of Napoli Federico II, Via Cintia 4, I-80126 Napoli, Italy;Department of Pharmacy, University of Napoli Federico II, Via D. Montesano 49, I-80131 Napoli, Italy;Department of Pharmacy, University of Salerno, Via G. Paolo II 132, Fisciano, I-84084 Salerno, Italy;Department of Sciences, University of Basilicata, Via dell’Ateneo Lucano 10, I-85100 Potenza, Italy;Glycosciences Laboratory, Department of Medicine, Imperial College London, Du Cane Road, London W12 0NN, UK;

关键词: alkylation;    biologically active molecules;    cytosine;    regioselectivity;   

DOI  :  10.3390/reactions3010014

来源: DOAJ

【 摘 要 】

The selective N-4 alkylation of cytosine plays a critical role in the synthesis of biologically active molecules. This work focuses on the development of practical reaction conditions toward a regioselective synthesis of N-4-alkyl cytosine derivatives. The sequence includes a direct and selective sulfonylation at the N-1 site of the cytosine, followed by the alkylation of the amino site using KHMDS in CH₂Cl₂/THF mixture, providing a fast and efficient approach consistent with pyrimidine-based drug design.

【 授权许可】

Unknown