Bruce L. Murphy

Preparations of antifungal Sch 42427/SM 9164: Preparative chromatographic resolution, and total asymmetric synthesis via enzymatic preparation of chiral α-hydroxy arylketones

Abstract Efficient approaches towards the preparation of chiral azole antifungals Sch 42427/SM 9164 (1) via large scale chromatographic separation of its enantiomers, or via enzymatic syntheses of key chiral intermediates α-hydroxy arylketones 5 in excellent enantiomeric excesses (ees) are described.

Structure elucidation of Sch 49088, a novel everninomicin antibiotic containing an unusual hydroxylamino-ether sugar, everhydroxylaminose

Abstract Degradation of Sch 49088 ( 1 ) provided a novel, highly functionalized O-substituted hydroxylamine-containing sugar, everhydroxylaminose 11 isolated as a β-OMe glycoside. Notably the two acid sensitive orthoester moieties in the intact antibiotic 1 co-exist in the presence of three phenolic groups and a free carboxylic acid group.