Synthesis of Optically Pure Macroheterocycle with Ester and Hydrazide Fragments on the Basis of l-Menthol

被引:3
作者
Ishmuratov, Gumer Yu. [1 ]
Yakovleva, Marina P. [1 ]
Mingaleeva, Galina R. [1 ]
Shutova, Mariya A. [1 ]
Muslukhov, Rinat R. [1 ]
Viripaev, Evgeny M. [1 ]
Tolstikov, Alexander G. [1 ]
机构
[1] RAS, Ufa Sci Ctr, Inst Organ Chem, Ufa 450054, Russia
来源
MACROHETEROCYCLES | 2012年 / 5卷 / 03期
关键词
l-Menthol; O; N-macroheterocycles; ester and hydrazide functions; synthesis;
D O I
10.6060/mhc2012.120359y
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Based on l-menthol we have developed a synthesis method for potentially useful optically pure methyl-and isopropylbranched 21-member macrolide with hydrazide and ester fragments via sequential [2+1]-condensation of methyl-(3R, 6S)-6-hydroxy-3,7-dimethyl octanoate with glutaric acid chloranhydride and [1+1]-reaction of intermediate tetraester with hydrazine hydrate. The evidence is given for the structure of the obtained macrocycle using IR and NMR spectroscopy and mass spectrometry.
引用
收藏
页码:246 / 248
页数:3
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