Comparative study of reductive amination reaction on 5-(4-formyl-3,5-dimethoxyphenoxy)valeric acid and its monomethoxy analog using the Multipin™ approach

被引:7
作者
Bui, CT [1 ]
Bray, AM [1 ]
Pham, Y [1 ]
Campbell, R [1 ]
Ercole, F [1 ]
Rasoul, FA [1 ]
Maeji, NJ [1 ]
机构
[1] Chiron Technol Pty Ltd, Clayton, Vic 3168, Australia
关键词
linkers; N-alkylamides; reductive amination; solid-phase synthesis;
D O I
10.1023/A:1009642429617
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The 5-(4-formyl-3,5-dimethoxyphenoxy)valeric acid (Barany) linker and its monomethoxy analog were applied to the Multipin(TM) method of solid phase synthesis. A comparative assessment of reductive amination and cleavage of these linkers under conditions of multiple synthesis indicated that both were applicable to a broad range of primary amines including aniline and 4-nitroaniline. Apart from the greater lability of the dimethoxy version under TFA cleavage, there was no observable advantage of one linker over the other within the described experiment.
引用
收藏
页码:155 / 163
页数:9
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