62774-11-2

Upstream product

• 4613-15-4 benzyl 4-O-benzyl-α-L-rhamnopyranoside 
• 100-39-0 benzyl bromide 
• 100-52-7 benzaldehyde 
• 62774-12-3 benzyl 4-O-benzyl-endo-2,3-O-benzylidene-α-L-rhamnopyranoside 
• 388079-17-2 benzyl 3-O-trityl-α-L-rhamnopyranoside 
• 3359-35-1 (2R,3R,4R,5R,6S)-2-benzyloxy-tetrahydro-6-methyl-2H-pyran-3,4,5-triol 
• 73-34-7 L-rhamnose 
• 388079-40-1 (2R,3R,4R,5S,6S)-2,3,5-Tris-benzyloxy-6-methyl-4-trityloxy-tetrahydro-pyran 

Downstream Products

• 119927-42-3 benzyl O-(2-acetamido-6-O-acetyl-3,4-di-O-benzyl-2-deoxy-β-D-mannopyranosyl)-(1->4)-O-(3,6-di-O-acetyl-2-O-benzyl-α-D-glucopyranosyl)-(1->3)-2,4-di-O-benzyl-α-L-rhamnopyranoside 
• 114283-90-8 1,3-di-O-acetyl-2,4-di-O-benzyl-α-L-rhamnopyranoside 
• 72384-19-1 benzyl 2,4-di-O-benzyl-3-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranoside 
• 74043-41-7 benzyl 2,4-di-O-benzyl-3-O-methyl-α-L-rhamnopyranoside 
• 188423-96-3 Acetic acid (2S,3R,4S,5R,6R)-5-acetoxy-6-acetoxymethyl-4-methoxy-2-((2R,3R,4R,5S,6S)-2,3,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-4-yloxy)-tetrahydro-pyran-3-yl ester 
• 388079-21-8 benzyl O-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)-(1->3)-O-(2,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-2,4-di-O-benzyl-α-L-rhamnopyranoside 
• 141263-05-0 Benzyl 2,4-di-O-benzyl-3-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-α-L-rhamnopyranoside 
• 141263-09-4 Benzyl 2,4-di-O-benzyl-3-O-<2,3,6-tri-O-benzyl-4-O-(2,4,6-tri-O-acetyl-3-O-allyl-β-D-galactopyranosyl)-α-D-glucopyranosyl>-α-L-rhamnopyranioside 
• 131328-60-4 Benzyl 2,4-di-O-benzyl-3-O-(2,4,6-tri-O-benzyl-α-D-glucopyranosyl)-α-L-rhamnopyranoside 
• 69557-93-3 O-α-D-Glucopyranosyl-(1-3)-α,β-L-rhamnopyranose 
• 78161-45-2 4-O-acetyl-3-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-β-L-rhamnopyranose 1,2-(1,2,3,4-tetra-O-benzyl-β-D-galactopyranose-6-yl orthoacetate) 
• 72384-20-4 benzyl 2,4-di-O-benzyl-3-O-<2,4-di-O-acetyl-3-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranosyl>-α-L-rhamnopyranoside 
• 78161-40-7 benzyl 3,4-di-O-benzyl-2-O-<2,4-di-O-acetyl-3-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranosyl>-α-L-rhamnopyranoside 
• 78161-47-4 3-O-α-L-rhamnopyranosyl-β-L-rhamnopyranose 1,2-(1,2,3,4-tetra-O-benzyl-β-D-galactopyranose-6-yl orthoacetate) 

Relevant academic research and scientific papers

Regio- and chemoselective reductive cleavage of 4,6-O-benzylidene-type acetals of hexopyranosides using BH3·THF-TMSOTf

Benzylidene-type cyclic acetals of carbohydrates undergo efficient reductive ring opening using BH3·THF and a catalytic amount of TMSOTf at room temperature. 4,6-O-Benzylidene-hexopyranosides afford the corresponding 4-O-benzyl ethers exclusive

Synthesis of β-D-ribofuranosyl-(1→3)-α-L-rhamnopyranose by in situ activating glycosylation using 1-OH sugar derivative and Me3SiBr-CoBr2-Bu4NBr-molecular sieves 4A system

Β-D-Ribofuranosyl-(1→3)-α-L-rhamnopyranosyl-(1→3)- L-rhamnopyranose, the trisaccharide repeating unit of the C. freundii O28, 1c O-specific polysaccharide, was synthesized using in situ activating glycosylation of the 1-OH sugar derivatives and a reagent mixture of trimethylsilyl bromide, cobalt(II) bromide, tetrabutylammonium bromide, and molecular sieves 4A. Regioselective tritylation was useful for synthesizing the 3-OH derivatives of methyl, allyl, and benzyl α-L-rhamnosides.

Synthesis of the trisaccharide-protein conjugate of the phenolic glycolipid of Mycobacterium tuberculosis for the serodiagnosis of tuberculosis.

The trisaccharide segment of the phenolic glycolipid (PGL) of Mycobacterium tuberculosis, 2-O-methyl-3-O-[3-O-(2,3,4-tri-O-methyl-alpha-L-fucopyranosyl)-alpha-L- rhamnopyranosyl]-alpha-L-rhamnopyranose, was synthesized in the form of the p-(2-methoxycarbonylethyl)phenyl glycoside by a stepwise condensation. 2,4-Di-O-benzyl-3-O-acetyl-alpha-L-rhamnopyranosyl chloride was coupled to p-(2-methoxycarbonylethyl)phenyl 4-O-benzyl-2-O-methyl-alpha-L-rhamnopyranoside in the presence of silver triflate, and 2,3,4-tri-O-methyl-alpha-L-rhamnopyranosyl chloride was then coupled to the deacetylated disaccharide by the same procedure. The trisaccharide was deblocked and coupled to BSA, giving the neoglycoconjugate TB-NT-P-BSA. TB-NT-P-BSA showed its possibility as a useful tool for the serodiagnosis of tuberculosis.