- Total synthesis of clavatadine A.
Total synthesis of clavatadine A.
Journal of natural products (2014-12-18)
Stephanie J Conn, Shannon M Vreeland, Alexandra N Wexler, Rebecca H Pouwer, Rebecca N Pouwer, Ronald J Quinn, Stephen Chamberland
PMID25517413
ABSTRACT
The first total synthesis of the potent and selective human blood coagulation factor XIa inhibitor clavatadine A (1) is described. Direct, early-stage guanidinylation enabled rapid, convergent access to an immediate clavatadine A precursor. Concomitant lactone hydrolysis and guanidine deprotection with aqueous acid cleanly provided clavatadine A (1) in only four steps (longest linear sequence, 41-43% overall yield).
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