DERIVATIVES OF 6-AMINO-6-DEOXY-D-GALACTOSE

Article abstract of DOI:10.1016/0008-6215(87)80270-7

2-Cyano-3,3-bis(methylthio)acrylonitrile was treated with 6-amino-6-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose, 6-amino-6-deoxy-D-galactose diethyl dithioacetal, and 6-amino-6-deoxy-2,3:4,5-di-O-isopropylidene-D-galactose diethyl dithioacetal to give the corresponding 6-deoxy-6-(2,2-dicyano-1-methylthiovinylamino)-D-galactose derivatives. 6-Deoxy-6-(2,2-dicyano-1-methylthiovinylamino)-D-galactose diethyl dithioacetal yielded 6-amino-6-deoxy-5-O,6-N-(2,2-dicyanovinylidene)-D-galactose diethyl dithioacetal.On heating with bases, 6-deoxy-6-(2,2-dicyano-1-methylthioacrylamido)-D-galactose afforded a mixture of two compounds.