Efficient Syntheses of 1,2,3-Triazoloamide Derivatives Using Solid- and Solution-Phase Synthetic Approaches
| Autor: | Jong-Sup Bae, Joobin Kim, Chang-Woo Cho, Doohyun Lee, Youn Kyung Son, Dong Jae Baek, Kwang-Hyeon Liu, Daehun Kim, Taegeum Kim, Tae-Ho Lee, Kyung-Sik Song, Sohee Kim, Seungyeon Lee, Sangkyu Lee |
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| Jazyk: | angličtina |
| Rok vydání: | 2015 |
| Předmět: |
solid-phase synthesis
Pharmaceutical Science 1 2 3-triazoloamide Chemistry Techniques Synthetic Article Analytical Chemistry lcsh:QD241-441 chemistry.chemical_compound Solid-phase synthesis lcsh:Organic chemistry Amide Drug Discovery Spectroscopy Fourier Transform Infrared Solid-Phase Synthesis Techniques Organic chemistry Physical and Theoretical Chemistry Amines Nuclear Magnetic Resonance Biomolecular Organic Chemistry solution-phase synthesis Solution phase Combinatorial chemistry Cycloaddition chemistry Chemistry (miscellaneous) Molecular Medicine SN2 reaction Sodium azide Solution phase synthesis |
| Zdroj: | Molecules, Vol 20, Iss 11, Pp 19984-20013 (2015) Molecules; Volume 20; Issue 11; Pages: 19984-20013 Molecules Volume 20 Issue 11 Pages 19984-20013 |
| ISSN: | 1420-3049 |
| Popis: | Efficient synthetic routes for the preparation of secondary and tertiary 1,2,3-triazoloamide derivatives were developed. A secondary α-1,2,3-triazoloamide library was constructed and expanded by a previously developed solid-phase synthetic route and a tertiary 1,2,3-triazoloamide library was constructed by a parallel solution-phase synthetic route. The synthetic routes rely on amide formation with secondary amines and chloro-acid chlorides SN2 reaction with sodium azide and the selective [3 + 2] Hüisgen cycloaddition with appropriate terminal alkynes. The target secondary and tertiary 1,2,3-triazoloamide derivatives were obtained with three-diversity points in excellent overall yields and purities using the reported solid- and solution-phase synthetic routes, respectively. |
| Databáze: | OpenAIRE |
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