D-Galactose-derived D-galacturonic acid derivatives suitable as glycosyl acceptors

Article abstract of DOI:10.1016/0008-6215(90)84026-Q

Allyl (1a) and benzyl (1b) β-D-galactopyranosides were converted into methyl uronates, (6a and 6b) by three different routes.The carboxyl group was introduced by Jones oxidation of suitable protected precursors and esterified directly.The chemical behaviour of 6-O-trityl-, 6-O-(4,4'-dimethoxytrityl)-, and 6-O-(2-methoxypropane-2-yl)-derivatives was investigated.The overall yields obtained were strongly influenced by the protecting groups used, in particular their stability in acidic solution.