Synthesis of Optically Active Macrolides From L-Menthone Derivatives and Hydrazides of Adipic and 2,6-Pyridinedicarboxylic Acids

被引：3

作者：

Yakovleva, M. P. ^{[1
]}

Denisova, K. S. ^{[1
]}

Mingaleeva, G. R. ^{[1
]}

Gazetdinov, R. R. ^{[2
]}

Ishmuratov, G. Yu ^{[1
]}

机构：

[1] Russian Acad Sci, Ufa Inst Chem, 71 Prosp Oktyabrya, Ufa 450054, Russia

[2] Bashkir State Univ, Birsk Branch, 10 Int Naya St, Birsk 452453, Russia

来源：

CHEMISTRY OF NATURAL COMPOUNDS | 2018年 / 54卷 / 03期

关键词：

L-menthol; 8-hydroxy-2,6R-dimethyloctan-3-one; macroheterocycles with esters and dihydrazides of 2,6-pyridinedicarboxylic and adipic acids; 2+1]- and [1+1]-condensation; ESTER; AZINE;

D O I：

10.1007/s10600-018-2387-y

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

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 alpha,omega-diketodiester with 2,6-pyridinedicarboxylic- and adipic-acid dihydrazides. The structures were confirmed using IR and NMR spectroscopy and LC-MS.

引用

页码：496 / 498

页数：3

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