SYNTHESIS OF METHYL DERIVATIVES OF URONIC ACIDS. II. SYNTHESIS OF THE 2,3-, 2,4-, AND 2,4-DI- AND 2,3,4-TRI-O-MEETHYL ETHERS OF METHYL (METHYL α-D-GALACTOPYRANOSID)URONATE

Article abstract of DOI:10.1007/BF00580446

Unidirectional methods are proposed for the synthesis of the 2,3-, 2,4-, and 3,4-di-, and 2,3,4-tri-O-methyl ethers of methyl (methyl α-D-galactopyranosid)uronate by the oxidation (CrO3-H2SO4-acetone) of the corresponding methyl O-benzyl-O-methyl-α-D-galactopyranosides having unsubstituted 6-OH groups to the corresponding (methyl O-benzyl-O-methyl-α-D-galactosid)uronic acids followed by the esterification with CH2N2 and catalytic hydrogenolysis of the benzyl groups.