40246-29-5

Upstream product

• 915150-03-7 3,4,6-tri-O-benzyl-1,2-O-(α-methoxybenzylidene)-β-D-mannopyranose 
• 40246-27-3 1,2-di-O-benzoyl-3,4,6-tri-O-benzyl-D-galactopyranose 
• 85395-79-5 2-O-benzoyl-3,4,6-tri-O-benzyl-α-D-galactopyranosyl chloride 
• 67-56-1 methanol 
• 73494-51-6 Benzoic acid (3R,4S,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(toluene-4-sulfonyloxy)-tetrahydro-pyran-3-yl ester 
• 73445-24-6 Benzoic acid (3R,4S,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(2,2,2-trifluoro-ethanesulfonyloxy)-tetrahydro-pyran-3-yl ester 

Downstream Products

• 220903-20-8 1,6-di-O-acetyl-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranose 
• 346441-46-1 6-O-acetyl-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranose 
• 220903-22-0 6-O-acetyl-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranosyl trichloroacetimidate 
• 346441-51-8 1-O-allyl-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranose 
• 346441-50-7 allyl 6-O-acetyl-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranoside 
• 346441-53-0 allyl O-(2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranosyl)-(1→6)-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranoside 
• 346441-52-9 allyl 6-O-acetyl-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranosyl-(1->6)-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranoside 
• 220903-23-1 Benzoic acid (2S,3S,4S,5R,6R)-6-acetoxymethyl-4,5-bis-benzyloxy-2-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yl ester 
• 220903-24-2 Benzoic acid (2S,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-hydroxymethyl-2-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yl ester 

Relevant academic research and scientific papers

Unexpected stereocontrolled access to 1α,1′β-disaccharides from methyl 1,2-ortho esters

Mannopyranose-derived methyl 1,2-orthoacetates (R = Me) and 1,2-orthobenzoates (R = Ph) undergo stereoselective formation of 1α,1′β-disaccharides, upon treatment with BF 3?Et2O in CH2Cl2, rather than the expected acid-catalyzed reaction leading to methyl glycosides by way of a rearrangement-glycosylation process of the liberated methanol.

THE USE OF 2-O-ACYL-1-O-SULFONYL-D-GALACTOPYRANOSE DERIVATIVES IN β-D-GALACTOPYRANOSIDE SYNTHESIS

Several 1-O-sulfonyl derivatives of D-galactopyranose having a participating benzoyl or p-methoxybenzoyl group at O-2 were synthesized from the corresponding D-galactopyranosyl chloride derivatives by use of silver p-toluenesulfonate or trifluoroethanesulfonate in acetonitrile.The reaction of the 1-O-sulfonyl-D-galactopyranose derivatives with several alcohols in various solvents at different times and temperatures served as reactions to determine the best conditions for synthesizing stereoselectively β-D-galactopyranosides in high yields.This method was used to prepare, in good yield, several β-D-galactopyranosyl-containing disaccharides.