Tetramethyl 1,1′-(2-[{4,5-bis(Methoxycarbonyl)-1H-1,2,3-triazol-1-yl}methyl]-2-[(4-methylphenyl)sulfonamido]propane-1,3-diyl)bis(1H-1,2,3-triazole-4,5-dicarboxylate)

Engineering Laboratory of Organometallic, Molecular Materials and Environment (LIMOME), Faculty of Sciences Dhar El Mahraz, Sidi Mohammed Ben Abdellah University, 30000 Fez, Morocco

Team of Organic Chemistry and Valorization of Natural Substances (COVSN), Faculty of Sciences, Ibn Zohr University, 80060 Agadir, Morocco

Author to whom correspondence should be addressed.

Academic Editor: Fawaz Aldabbagh

Molbank 2021, 2021(1), M1186; https://doi.org/10.3390/M1186

Received: 13 January 2021 / Revised: 26 January 2021 / Accepted: 27 January 2021 / Published: 31 January 2021

(This article belongs to the Collection Heterocycle Reactions)

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Abstract

A new compound tetramethyl 1,1′-(2-[{4,5-bis(methoxycarbonyl)-1H-1,2,3-triazol-1-yl}methyl]-2-[(4-methylphenyl)sulfonamido]propane-1,3-diyl)bis(1H-1,2,3-triazole-4,5-dicarboxylate) (3) was prepared in two steps starting from 2-((4-methylphenyl)sulfonamido)-2-((tosyloxy)methyl)propane-1,3-diylbis(4-methylbenzenesulfonate) (1), with an overall yield of 74%. The key step being the copper-free Huisgen cycloaddition between N-(1,3-diazido-2-(azidomethyl)propan-2-yl)-4-methylbenzenesulfonamide (2) and commercially available dimethyl acetylenedicarboxylate. The chemical structure of compound 3 was determined by IR, 1D and 2D NMR experiments, and elemental analysis. View Full-Text

Keywords: azide; nucleophilic substitution reaction; copper-free Huisgen reaction; 2D NMR experiments

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3D structure generated by CORINA Classic by MN-AM.
Supplementary File 6:
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MDPI and ACS Style

Fall, S.A.K.; Hajib, S.; Karai, O.; Aouine, Y.; Boukhssas, S.; Faraj, H.; Alami, A. Tetramethyl 1,1′-(2-[{4,5-bis(Methoxycarbonyl)-1H-1,2,3-triazol-1-yl}methyl]-2-[(4-methylphenyl)sulfonamido]propane-1,3-diyl)bis(1H-1,2,3-triazole-4,5-dicarboxylate). Molbank 2021, 2021, M1186. https://doi.org/10.3390/M1186

AMA Style

Fall SAK, Hajib S, Karai O, Aouine Y, Boukhssas S, Faraj H, Alami A. Tetramethyl 1,1′-(2-[{4,5-bis(Methoxycarbonyl)-1H-1,2,3-triazol-1-yl}methyl]-2-[(4-methylphenyl)sulfonamido]propane-1,3-diyl)bis(1H-1,2,3-triazole-4,5-dicarboxylate). Molbank. 2021; 2021(1):M1186. https://doi.org/10.3390/M1186

Chicago/Turabian Style

Fall, Serigne Abdou Khadir, Sara Hajib, Oumaima Karai, Younas Aouine, Salaheddine Boukhssas, Hassane Faraj, and Anouar Alami. 2021. "Tetramethyl 1,1′-(2-[{4,5-bis(Methoxycarbonyl)-1H-1,2,3-triazol-1-yl}methyl]-2-[(4-methylphenyl)sulfonamido]propane-1,3-diyl)bis(1H-1,2,3-triazole-4,5-dicarboxylate)" Molbank 2021, no. 1: M1186. https://doi.org/10.3390/M1186

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Tetramethyl 1,1′-(2-[{4,5-bis(Methoxycarbonyl)-1H-1,2,3-triazol-1-yl}methyl]-2-[(4-methylphenyl)sulfonamido]propane-1,3-diyl)bis(1H-1,2,3-triazole-4,5-dicarboxylate)

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