1049619-35-3Relevant academic research and scientific papers
Enantioselective total synthesis of (+)-largazole, a potent inhibitor of histone deacetylase
Ghosh, Arun K.,Kulkarni, Sarang
, p. 3907 - 3909 (2008)
(Chemical Equation Presented) An enantioselective total synthesis of the cytotoxic natural product (+)-largazole (1) is described. It is a potent histone deacetylase inhibitor. Our synthesis is convergent and involves the assembly of thiazole 3-derived carboxylic acid with amino ester 4 followed by cycloamidation of the corresponding amino acid. The synthesis features an efficient cross-metathesis, an enzymatic kinetic resolution of a β-hydroxy ester, a selective removal of a Boc-protecting group, a HATU/HOAt-promoted cycloamidation reaction, and synthetic manipulations to a sensitive thioester functional group.
