Abstract
The paper describes the eleven stage synthesis of the derivative (XI) of 2,4-diamino-2,4-dideoxy-D-xylose, containing amino groups selectively substituted by two different acyls. The initial substrate was L-arabinose. The compound obtained, after removing the blocking groups, constitutes a semiproduct for the synthesis of the pyrrole analogue of chloromycetin by the Knorr method.
MeSH terms
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Acylation
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Amino Sugars / chemical synthesis*
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Amino Sugars / chemistry
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Anti-Bacterial Agents / chemical synthesis*
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Arabinose / analogs & derivatives
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Arabinose / chemistry
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Chemistry, Pharmaceutical
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Chloramphenicol / analogs & derivatives*
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Chloramphenicol / chemical synthesis
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Chromatography, Thin Layer
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Deoxy Sugars / chemistry
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Magnetic Resonance Spectroscopy
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Molecular Structure
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Pyrroles / chemical synthesis
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Spectrophotometry, Infrared
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Xylose / analogs & derivatives
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Xylose / chemistry
Substances
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2,4-diamino-2,4-dideoxyxylose
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Amino Sugars
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Anti-Bacterial Agents
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Deoxy Sugars
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Pyrroles
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benzyl 2-benzyloxycarbonylamino-4-dichloroacetamido-2,4-dideoxyxylopyranoside
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Chloramphenicol
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Xylose
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Arabinose