Syntheses of all the possible monomethyl ethers and several deoxyhalo analogues of methyl β-lactoside as ligands for the Ricinus communis lecitins

Article abstract of DOI:10.1016/0008-6215(94)84243-4

The synthesis of all possible monomethyl ethers of methyl β-lactoside (1) has been performed from 1 in a straightforward way, making use of the different reactivity of the hydroxyl groups in alkylation and stannylation reactions.In addition, the deoxyfluoro derivatives of 1 at positions, 6, 3',4',epi-4', and 6' have been prepared by reaction of the appropriate substrates with diethylaminosulfur trifluoride or tetrabutylammonium fluoride.Finally, the 6-deoxyiodo and 6'-bromodeoxy analogues of 1 have also been prepared.