Glucosiduronic methyl

Tri-O-methyl-D-glucose-(4— 1) 2,3,4-tri-O-methyl-D-glucosiduronic acid Pneumococcus Type III specific polysaccharide B 0 64a... 

D-Xylose-(2 —> 1) 4-O-methyl-D-glucosiduronic acid Aspen wood A a 67 See 70d, 70e... 

Methyl a-D-galactoside)-(6 —> 1) 4-0-methyl-/3-D-glucosiduronic acid, amide (Methyl 2,3,4-tri-O-methyl-a-D-galactoside)- 267 + 25 h2o 13, 56... 

Methytation of alcohols. Although alcohols alone are inert to diazomethane, they can be methylated efficiently by diazomethane under catalysis by boron trifluoride etherate or fluoroboric acid. A mineral acid cannot be used for catalysis because it itself reacts with the reagent, but a Lewis acid performs the function ascribed above to an organic acid. In investigating the structure of estriol D-glucosiduronic acid,... 

Conrow and Bernstein63 recommended the use of cadmium carbonate instead of silver salts to prepare glucosiduronic acids of phenolic steroids. The yields are usually better than those obtained by use of silver salts. Rohle and Breuer64 also used cadmium carbonate in the synthesis of a glucosiduronic acid of estra-l,3,5(10)-trien-2,3,17/3-triol 17-monoacetate, which is oxidizable with silver salts. Thus, methyl tri-O-acetyl-a-D-glucopyranosyluronate bromide (27), on reaction with estrone (28) afforded 3-0-(methyl 2,3,4-tri-O-acety 1 -/3-D-glucopy-ranosyluronate)estrone (29). 

---