Synthesis of Optically Active Macrolides from L-menthol

Autor:	Marina P. Yakovleva, G. R. Mingaleeva, G. Yu. Ishmuratov, K. S. Denisova, N. M. Ishmuratova
Rok vydání:	2018
Předmět:	010405 organic chemistry Hydrazine Diethylene glycol Plant Science General Chemistry Nuclear magnetic resonance spectroscopy Optically active 01 natural sciences General Biochemistry Genetics and Molecular Biology 0104 chemical sciences Azine 010404 medicinal & biomolecular chemistry chemistry.chemical_compound chemistry Polymer chemistry L menthol Hydrate
Zdroj:	Chemistry of Natural Compounds. 54:889-892
ISSN:	1573-8388 0009-3130
DOI:	10.1007/s10600-018-2505-x
Popis:	Effective syntheses of three optically active macroheterocycles with ester, azine, and dihydrazide fragments were developed from available natural L-menthol through intermediate 3R,7-dimethyl-6-oxooctanoic acid using [2 + 1]-reaction of the last with diethylene glycol and [1 + 1]-condensation of the resulting α,ω-diketodiester with hydrazine hydrate and dihydrazides of several dicarboxylic acids in the key steps. The structures of the synthesized compounds were confirmed using IR and NMR spectroscopy and GC-MS.
Databáze:	OpenAIRE
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