Synthesis of the thiazole-thiazoline fragment of largazole analogues.
The thiazole-thiazoline fragment of the marine natural product largazole, a potent histone deacetylase 1 inhibitor, has been synthesized in five steps. The methodology provides rapid access to thiazole-4-carbonitrile, thiazole-4-carbimidate, thiazole-oxazoline, and other thiazole-thiazoline derivatives that are important intermediates in the total synthesis of many natural products with important biological properties.
Division of Chemistry and Structural Biology, Institute for Molecular Bioscience, The University of Queensland, Brisbane, Queensland 4072, Australia. fdi@farma.ku.dk
Frederik
F
Diness
Daniel S
DS
Nielsen
David P
DP
Fairlie
D047630:Depsipeptides / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism; D013844:Thiazoles / Q000138:chemical synthesis / Q000737:chemistry*
D047630:Depsipeptides; D013844:Thiazoles; C527895:largazole