Synthesis from Δ3-Carene of Optically Active Macrolides with Fragments of Di- and Triethyleneglycol and Hydrazides of Dicarboxylic Acids
| Autor: | G. Yu. Ishmuratov, Yu. V. Myasoedova, K. S. Denisova, Marina P. Yakovleva, N. M. Ishmuratova, G. R. Mingaleeva, L. R. Garifullina |
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| Rok vydání: | 2020 |
| Předmět: |
chemistry.chemical_classification
010405 organic chemistry Carene Plant Science General Chemistry Nuclear magnetic resonance spectroscopy Optically active 01 natural sciences General Biochemistry Genetics and Molecular Biology 0104 chemical sciences 010404 medicinal & biomolecular chemistry chemistry.chemical_compound Dicarboxylic acid chemistry Organic chemistry Triethylene glycol |
| Zdroj: | Chemistry of Natural Compounds. 56:487-491 |
| ISSN: | 1573-8388 0009-3130 |
| DOI: | 10.1007/s10600-020-03068-1 |
| Popis: | Efficient syntheses of six potentially useful optically pure macroheterocycles with ester and dihydrazide fragments were developed from available natural Δ3-carene through intermediate (31R,33S)-32,32-dimethyl-3(1,3)cyclopropyla-5-oxohexanoic acid using in the key steps [2+1]-reactions of the last with di- or triethylene glycol and [1+1]-condensation of the resulting α,ω-diketodiesters with several dicarboxylic acid dihydrazides. The structures of the obtained compounds were confirmed by IR and NMR spectroscopy and LC-MS. |
| Databáze: | OpenAIRE |
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