117253-48-2

Upstream product

• 98-88-4 benzoyl chloride 
• 93496-13-0 allyl 4-O-acetyl-2-O-benzoyl-3,6-di-O-benzyl-α-D-galactopyranoside 
• 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 
• 6207-47-2 allyl 6-O-benzyl-3,4-O-isopropylidene-α-D-galactopyranoside 
• 3068-32-4 1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside 
• 117269-20-2 2-(trimethylsilyl)ethyl 3-O-benzyl-4,6-O-benzylidene-β-D-galactopyranoside 
• 117252-96-7 2-(trimethylsilyl)ethyl 4,6-di-O-benzylidene-β-D-galactopyranoside 
• 117253-09-5 2-(trimethylsilyl)ethyl 2-O-benzoyl-3,6-di-O-benzyl-β-D-galactopyranoside 
• 117253-08-4 2-(trimethylsilyl)ethyl 2-O-benzoyl-3-O-benzyl-4,6-O-benzylidene-β-D-galactopyranoside 
• 103082-76-4 2'-trimethylsilylethanyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside 
• 117252-95-6 2-(trimethylsilyl)ethyl β-D-galactopyranoside 
• 117252-73-0 2-(trimethylsilyl)ethyl 4-O-acetyl-2-O-benzoyl-3,6-di-O-benzyl-β-D-galactopyranoside 

Relevant academic research and scientific papers

2-(Trimethylsilyl)ethyl Glycosides. Synthesis, Anomeric Deblocking, and Transformation into 1,2-Trans 1-O-Acyl Sugars

Twenty-seven mono --> tetrasaccharidic 2-(trimethylsilyl)ethyl (TMSET) glycosides were synthesized by the Koenigs-Knorr-type method in combination with a wide range of standard reagents for glycoside synthesis and protecting-group chemistry.Variously protected TMSET glycosides were treated with BF3*Et2O (0.7-0.8 equiv) and different carboxylic anhydrides (1.1-15 equiv) in toluene at 22-55 deg C, which gave in one step the corresponding protected 1-O-acyl sugars.In the majority of cases, the yields of purified compounds exceeded 90percent and the anomeric configuration of the starting TMSET glyoside was conserved to a large extent (>95percent) in most of the 1-O-acylated products.Unprotected and acetyl-, benzoyl-, benzyl-, dimethyl-tert-butylsilyl-, and phthaloyl-protected mono-->tetrasaccharidic TMSET glycosides were anomerically deblocked by using trifluoroacetic acid in dichloromethane at 0-22 deg C for 10-30 min.The hemiacetal products were isolated in 88-96percent yield; all reagents and byproducts were volatile and easily removed.

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