214333-72-9

Upstream product

• 100-39-0 benzyl bromide 
• 151168-59-1 1-propynyl-β-D-galactopyranoside 
• 4163-60-4 β-D-galactose peracetate 
• 90358-01-3 2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl trichloroacetimidate 
• 107-19-7 propargyl alcohol 
• 211688-84-5 2-propynyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside 

Downstream Products

• 250127-81-2 allenyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside 
• 1277172-37-8 C₄₇H₄₉N₃O₉ 
• 1277172-36-7 C₄₇H₄₉N₃O₈ 
• 1277172-32-3 C₄₁H₄₅N₃O₉ 
• 1277172-33-4 C₄₂H₄₇N₃O₉ 
• 214333-68-3 (2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyloxy)methylene acetate 
• 55094-26-3 methyl 2,3,4-tri-O-benzyl-6-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-α-D-glucopyranoside 
• 194208-51-0 methyl 2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-D-galactopyranosyl)-α-D-glucopyranoside 
• 153907-63-2 2-oxopropyl-2,3,4,6-tetra-O-benzyl-β-D-galactopyranoside 

Relevant academic research and scientific papers

Cooperative catalysis in glycosidation reactions with o-glycosyl trichloroacetimidates as glycosyl donors

Thiourea mediates cooperative glycosidation through hydrogen bonding. N,N′-Diarylthiourea as cocatalyst enforces an SN2-type acid-catalyzed glycosidation even at room temperature (see scheme; Bn=benzyl). From O-(α-glycosyl) trichloroacetimidates as glycosyl donors and various acceptors, β-glycosides are preferentially or exclusively obtained.

Study of metal and acid catalysed deprotection of propargyl ethers of alcohols via their allenyl ethers

A new method for the deprotection of prop-2-ynyl ethers 1b-9b is described. Isomerisation of 1b-9b to O-allenyl ethers 1d-9d and deprotection by reaction with Hg(OCOCF3)2, aq.HCl, aq.CF3CO2H and best by use of a catalytic amount of OsO4 is described to obtain the alcohols 1a-9a in good yield. Application of this method for the deprotection of prop-2-enyl ethers 7c,8c,10c-13c via their corresponding prop-1-enyl ethers 7e,8e,10e-13e to obtain the corresponding alcohols 7a,8a,10a-13a is also described.

Design, development and utility of glycosyl donors bearing an acetoxymethoxy leaving group

Novel glycosyl donors 2d, 4d and 6d bearing an 'acetoxy methoxy' leaving group have been prepared and their utility is shown by coupling them with alcohols A-G to obtain di- and trisaccharides by use of BF3-Et2O as a promoter.