| Popis: |
The first total synthesis of tunicamycin V, a major component of tunicamycin homologus, is described. Condensation of 2-acetamido-2-deoxy-4,6-O-isopropylidene-3-O-propanoyl-α- d -glucopyranose with 1-[(11R)-2,3,5,8,9-penta-O-acetyl-10-(benzyloxycarbonyl)amino-11-chloro-6,10,11-trideoxy-α- l -galacto- d - allo-undecodialdo-1,4-furanose-11,7-pyranose-1-yl]uracil in the presence of silver salts gave the desired product. O-Deacylation of the product, followed by catalytic hydrogenolysis, N-acylation with (E)-13-methyl-2-tetradecenoic acid and successive hydrolysis, afforded tunicamycin V. |
