Data for the synthesis and characterisation of 2,6-di(bromomethyl)-3,5-bis(alkoxycarbonyl)-4-aryl-1,4-dihydropyridines as important intermediates for synthesis of amphiphilic 1,4-dihydropyridines

Martins Rucins; Klavs Pajuste; Arkadij Sobolev; Mara Plotniece; Nadiia Pikun; Karlis Pajuste; Aiva Plotniece

doi:10.1016/j.dib.2020.105532

Data for the synthesis and characterisation of 2,6-di(bromomethyl)-3,5-bis(alkoxycarbonyl)-4-aryl-1,4-dihydropyridines as important intermediates for synthesis of amphiphilic 1,4-dihydropyridines

Data Brief. 2020 Apr 12:30:105532. doi: 10.1016/j.dib.2020.105532. eCollection 2020 Jun.

Authors

Martins Rucins¹, Klavs Pajuste¹, Arkadij Sobolev¹, Mara Plotniece², Nadiia Pikun¹, Karlis Pajuste¹, Aiva Plotniece^{1

2}

Affiliations

¹ Department of Membrane Active Compounds, Latvian Institute of Organic Synthesis, Aizkraukles str. 21, LV-1006, Riga, Latvia.
² Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Riga Stradiņš University, Dzirciema str. 16, LV-1007, Riga, Latvia.

Abstract

This data file describes the synthetic protocol for preparation of the original 2,6-di(bromomethyl)-3,5-bis(alkoxycarbonyl)-4-aryl-1,4-dihydropyridines. In total, 6 unpublished compounds were obtained and characterised. The 2,6-di(bromomethyl)-1,4-dihydropyridines are mainly used as intermediates for synthesis of various lipid-like compounds based on 1,4-dihydropyridine cycle. All the structures of 2,6-di(bromomethyl)-1,4-dihydropyridines were confirmed by Nuclear Magnetic Resonance (NMR, including ¹H NMR and ¹³C NMR) data. The data provided herein are directly related to the previously published research article - "Novel cationic amphiphilic 1,4-dihydropyridine derivatives for DNA delivery" [1] where three derivatives (2,6-di(bromomethyl)-4-phenyl-1,4-dihydropyridines 2a-c) from six presented in this data file were used as starting materials in synthesis of amphiphilic 1,4-dihydropyridines without any purification and characterisation. Synthesis of other three 2,6-di(bromomethyl)-3,5-bis(alkoxycarbonyl)-4-aryl-1,4-dihydropyridines 2d-f and their characterisation are reported herein at the first time. Information provided in this data file can be used in organic synthesis by other chemists to develop synthetic strategies for the construction of various cationic 1,4-dihydropyridine derivatives and related heterocycles.

Keywords: 1,4-dihydropyridines; 2,6-di(bromomethyl)-1,4-dihydropyridines; Azines; Bromination; NMR data; Synthesis.