Premium
Multistep Solid‐Phase Synthesis of an Antibiotic and Receptor Tyrosine Kinase Inhibitors Using the Traceless Phenylhydrazide Linker
Author(s) -
Stieber Frank,
Grether Uwe,
Mazitschek Ralph,
Soric Natascha,
Giannis Athanassios,
Waldmann Herbert
Publication year - 2003
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200304821
Subject(s) - linker , solid phase synthesis , chemistry , combinatorial chemistry , hydrazide , receptor tyrosine kinase , tyrosine kinase , click chemistry , kinase , receptor , biochemistry , organic chemistry , computer science , peptide , operating system
The hydrazide group is an oxidatively cleavable traceless linker for solid‐phase chemistry. This linker technology was used to develop a multistep solid‐phase synthesis of an antibiotic that is active against Mycobacterium tuberculosis. Furthermore, we describe an efficient method for the traceless synthesis of 2‐aminothiazoles that display dual inhibitory activity against the receptor tyrosine kinases VEGFR‐2 and Tie‐2. The synthesis method proceeds through 9 steps on the solid phase and should give access to a much larger library of 2‐aminothiazoles, from which a new class of anti‐angiogenesis drugs may be developed.