Oxazinomycin was converted into 2', 3', 5'-tri-O-acetyloxazinomycin (2) and 2', 3'-0- isopropylideneoxazinomycin (3), respectively. Compound 3 was iodinated and reduced to provide 5'-deoxy-2', 3'-0-isopropylideneoxazinomycin(5) which, after acid hydrolysis, provided 5'-deoxyoxazinomycin (6). Alternatively, the iodination of oxazinomycin followed by catalytic hydrogenation also provided 6. Oxazinomycin was treated with 2-acetoxybenzoyl ...
