(±)-6-acetamido-1,2-anhydro-6-deoxy-myo-inositol: A tight-binding inhibitor and pseudosubstrate for N-acetyl-β-glucosaminidases

Article abstract of DOI:10.1016/S0008-6215(00)90924-8

A five-step procedure is described for the synthesis of the title compound (N-acetylconduramine B trans-epoxide, 14) from tetra-O-acetylconduritol B [(±)-(1,3/2,4)-1,2,3,4-tetra-O-acetyl-5-cyclohexene-1,2,3,4-tetrol]. Inhibition studies with N-acetyl-β-gl