No abstract

Synthesis of Phosphonate Analogs of Lipid X. -The preparation of the title phosphonates, e.g. (IX), starts with the condensation reaction of the carboxylic acid (I) with the azido sugar ( II) which is followed by deprotection of the intermediate acetonide and selective monoprotection of the resulting diol (III). Catalytic hydrogenation of the azide group produces the amino compound (V). This undergoes consecutive condensation reaction with the acid (VI) and the amidophosphite (VIII), followed by oxidation, yielding the target compound (IX). -(BALREDDY, K.; DONG, L.; SIMPSON, D. M.; TITMAS, R.; Tetrahedron Lett.