Synthesis of some C-8-modified 3-deoxy-beta-D-manno-2-octulosonic acid analogs as inhibitors of CMP-Kdo synthetase.

Article abstract of DOI:10.1016/0008-6215(90)84236-N

Selective C-8 modifications of 2,6-anhydro-3-deoxy-D-glycero-D-talo-octonic acid ("2,3-dideoxy-beta-D-manno-2-octulosonic acid", 1a) were effected via the protected 8-hydroxy derivatives 2d and 2e. Swern oxidation of 2d and 2e gave the aldehydes 3a and 3b