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Efficient syntheses of two potentially useful optically active macroheterocycles with esters and dihydrazides of 2,6-pyridinedicarboxylic and adipic acids starting from available natural L-menthol and passing through intermediate 8-hydroxy-2,6R-dimethyloctan-3-one were developed.… Click to show full abstract
Efficient syntheses of two potentially useful optically active macroheterocycles with esters and dihydrazides of 2,6-pyridinedicarboxylic and adipic acids starting from available natural L-menthol and passing through intermediate 8-hydroxy-2,6R-dimethyloctan-3-one were developed. The key steps were [2 + 1]-reaction of the last with 2,6-pyridinedicarboxylic acid chloride and [1 + 1]-condensation of the resulting α,ω-diketodiester with 2,6-pyridinedicarboxylic- and adipic-acid dihydrazides. The structures were confirmed using IR and NMR spectroscopy and LC-MS.
Journal Title: Chemistry of Natural Compounds
Year Published: 2018
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