Study on Synthesis of 2,2-Dimethyl-3-hydroxy-7-octynoic Acid

Pitipeptolide A can be disconnected across the amide bind to afford t-Boc-glycine, the linear depsipeptide and the Dhoya fragment. 2,2-dimethyl-3-hydroxy-7-octynoic acid unit was prepared in eight steps from 1,5-pentanediol monobenzyl ether. including oxidation, TBS protection, deprotection and Saponification with (1M) sodium hydroxide solution gave the Dhoya unit (8) in 75% overall yield.