Author/Authors :
Michael J. Rodriguez، نويسنده , , Matthew Belvo، نويسنده , , Robert Morris، نويسنده , , Douglas J. Zeckner، نويسنده , , William L. Current، نويسنده , , Roberta K. Sachs، نويسنده , , Mark J. Zweifel، نويسنده ,
Abstract :
The γ hydroxyl present in the aliphatic side chain of the natural products pseudomycin A and C′ provided a unique handle for the pH dependent side-chain deacylation. Low pH reaction conditions were used to cleave the side chain with minimal degradation of the peptide core. The pseudomycin nucleus intermediate obtained from the deacylation of pseudomycin A was pivotal in the synthesis of novel side-chain analogues. A practical synthesis of a minor fermentation factor pseudomycin C′ and related analogues is reported.