93496-15-2

Upstream product

• 6207-47-2 allyl 6-O-benzyl-3,4-O-isopropylidene-α-D-galactopyranoside 
• 93496-13-0 allyl 4-O-acetyl-2-O-benzoyl-3,6-di-O-benzyl-α-D-galactopyranoside 
• 98-88-4 benzoyl chloride 
• 78878-37-2 allyl 2-O-benzoyl-3,6-di-O-benzyl-α-D-galactopyranoside 
• 78894-83-4 allyl 2-O-benzoyl-6-O-benzyl-3,4-O-isopropylidene-α-D-galactopyranoside 
• 78878-42-9 allyl 2-O-benzoyl-6-O-benzyl-α-D-galactopyranoside 
• 117252-73-0 2-(trimethylsilyl)ethyl 4-O-acetyl-2-O-benzoyl-3,6-di-O-benzyl-β-D-galactopyranoside 

Downstream Products

• 93495-75-1 allyl 4-O-(4-O-acetyl-2-O-benzoyl-3,6-di-O-benzyl-β-D-galactopyranosyl)-2-O-benzoyl-3,6-di-O-benzyl-α-D-galactopyranoside 
• 93496-17-4 (2S,3R,4S,5S,6R)-2-((2R,3S,4R,5R,6S)-6-Allyloxy-4-benzyloxy-2-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-3-yloxy)-4-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3,5-diol 
• 93496-18-5 propyl 4-O-β-D-galactopyranosyl-α-D-galactopyranoside 

Relevant academic research and scientific papers

2-(Trimethylsilyl)ethyl Glycosides. Transformation into Glycopyranosyl Chlorides

2-(Trimethylsilyl)ethyl (TMSET) glycosides were transformed in high yields into the corresponding 1-chloro sugars by treatment with 1,1-dichloromethyl methyl ether/zinc chloride.With acetyl, benzoyl, and benzyl protection of the 2-postion, the α-glycopyranosyl chloride was the major product, whereas with the 2-phthalimido sugar 13, the β-chloride 21 was obtained.The fully benzylated TMSET glucopyranoside 1 gave the α-chloro sugar 22 carrying a 6-O-formyl group whereas the partially benzylated sugars 16 and 17 gave the chloro sugars with all protecting groups intact.

Studies on the synthesis of propyl 4-O-beta-D-galactopyranosyl-alpha-D-galactopyranoside.

2-O-Benzoyl-3,6-di-O-benzyl-4-O-(chloroacetyl)-, 4-O-acetyl-2-O-benzoyl-3,6-di-O-benzyl-, and 2-O-benzoyl-3,4,6-tri-O-benzyl-alpha-D-galactopyranosyl chloride were converted into the corresponding 2,2,2-trifluoroethanesulfonates, and these were treated wi