The synthesis of a coumarin analogue of retinal

被引:11
作者
Ivanova, DI [1 ]
Eremin, SV [1 ]
Shvets, VI [1 ]
机构
[1] MOSCOW ACAD FINE CHEM TECHNOL MV LOMONOSOV,MOSCOW 117571,RUSSIA
关键词
D O I
10.1016/0040-4020(96)00495-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new coumarin analogue of retinal was synthesised by Wittig condensation of (2-oxo-2H-chromen-3-yl)methyltriphenylphosphonium chloride and (2E,6Z) 2,6-dimethyl-8-triphenylsilyloxyocta-2,6-dien-4-yn-1-al in high yield. Subsequent triphenylsilyl group removal, MnO2 oxidation, followed by hydrogenation over Lindlar catalyst and isomerization in the presence of traces of iodine furnished the desired polyenal. This ail-trans coumarin analogue of retinal was used for study of the bacteriorhodopsin chromophore binding site. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:9581 / 9588
页数:8
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