17073-95-9

Upstream product

• 498-07-7 1,6-anhydro-D-galactopyranose 
• 67-64-1 acetone 
• 17073-94-8 1,6-anhydro-3,4-O-isopropylidene-β-D-lyxo-hexopyranos-2-ulose 
• 52579-97-2 1,6-anhydro-3,4-O-isopropylidene-β-D-galactopyranose 
• 127527-86-0 1,6-anhydro-3,4-O-isopropylidene-2-O-trityl-β-D-galactopyranose 

Downstream Products

• 127527-86-0 1,6-anhydro-3,4-O-isopropylidene-2-O-trityl-β-D-galactopyranose 
• 74808-16-5 (2S,6S,7R,8S)-4,4-Dimethyl-7-((3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3,5,9,11-tetraoxa-tricyclo[6.2.1.0^2,6]undecane 

Relevant academic research and scientific papers

Studies on carbohydrates X. A new method for the preparation of isopropylidene saccharides

Cabohydrates reacting with acetone in the presence of molecular sieve and p-toluene sulfonic acid provided a simple, convenient, high yield and good selective process for preparation of isopropylidene carbohydrates.

DIFFERENT REACTIVITIES OF ACETYLATED exo- AND endo-CYANOETHYLIDENE DERIVATIVES IN GLYCOSYLATION REACTIONS

The condensation of acetylated 1-(endo-cyano)ethylidene derivatives having the D-gluco, D-xylo, and D-galacto configurations (2-6) with a primary (8) and a secondary (9) trityl derivative was more rapid than for the corrensponding exo-isomers.This difference in reactivity is explained on the basis of differences in conformation.

Alternative synthesis and regioselective coupling of 1,6-anhydro-2-azido- and -2-phthalimido-2-deoxy-β-D-galactopyranose

Easily accessible 1,6-anhydro-3,4-isopropylidene-β-D-galactopyranose has been converted in four steps (i.e., oxidation, reduction, triflation and Walden inversion with lithium azide or potassium phthalimide) into 1,6-anhydro-2-azido- or -2-phthalimido-2-deoxy-3,4-O-isopropylidene-β-D-galactopyranose.The 2-azido derivative, obtained after acidolysis of the isopropylidene group, could be coupled regioselectively at the hydroxyl group at C-4 with either 1,3,4,6-tetra-O-acetyl-2-phthalimido-2-deoxy-β-D-glucopyranose or 3,4,6-tri-O-acetyl-2-phthalimido-2-deoxy-α-D-glucopyranosyl bromide in the presence of the soluble catalyst, trimethylsilyl trifluoromethanesulphonate, or the insoluble catalyst, silver silicate.