Total Synthesis of the Trehalase Inhibitor Salbostatin

Abstract

Abstract The total synthesis of trehalase inhibitor salbostatin ( 1 ), recently discovered as a novel metabolite of Streptomyces albus species, has been achieved starting from the major product (58 % yield) from the coupling of the amine di‐ O ‐isopropylidene‐α‐valienamine and the electrophile 1,5 : 2,3‐dianhydro‐D‐mannitol in 2‐propanol. Deprotection with aqueous acetic acid and subsequent purification on a column of acidic resin afforded 1 , which showed inhibitory activity (IC 50 = 8.3 μML −1 ) against silkworm trehalase.