62774-10-1

Upstream product

• 4613-15-4 benzyl 4-O-benzyl-α-L-rhamnopyranoside 
• 100-39-0 benzyl bromide 
• 69558-10-7 benzyl 2-O-allyl-4-O-benzyl-α-L-rhamnopyranoside 
• 100-44-7 benzyl chloride 
• 215794-96-0 benzyl 2-O-acetyl-3,4-di-O-benzyl-α-L-rhamnopyranoside 
• 62774-09-8 benzyl 4-O-benzyl-exo-2,3-O-benzylidene-α-L-rhamnopyranoside 
• 4613-13-2 benzyl 4-O-benzyl-2,3-O-isopropylidene-α-L-rhamnopyranoside 
• 100-51-6 benzyl alcohol 
• 3359-35-1 (2R,3R,4R,5R,6S)-2-benzyloxy-tetrahydro-6-methyl-2H-pyran-3,4,5-triol 
• 6014-42-2 L-rhamnose 
• 53270-14-7 benzyl 2,3-O-isopropylidene-α-L-rhamnopyranoside 
• 383190-11-2 ethyl 2-O-acetyl-3,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside 
• 130847-19-7 ethyl 3,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside 

Downstream Products

• 173655-37-3 Acetic acid (2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-((3R,4R,5S,6S)-2,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-2-ylmethyl ester 
• 88493-91-8 Benzyl-2-O-(4-O-acetyl-2-O-allyl-3-O-benzyl-β-L-rhamnopyranosyl)-3,4-di-O-benzyl-α-L-rhamnopyranosid 
• 83866-14-2 benzyl 3,4-di-O-benzyl-2-O-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranoside 
• 116306-80-0 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->2)-3,4-di-O-benzyl-α-L-rhamnopyranoside 
• 116306-79-7 benzyl O-(2-acetamido-6-O-acetyl-3,4-di-O-benzyl-2-deoxy-β-D-mannopyranosyl)-(1->4)-O-(6-O-acetyl-2-O-benzyl-α-D-glucopyranosyl)-(1->2)-3,4-di-O-benzyl-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 
• 142330-03-8 C₈₃H₈₃NO₁₈ 
• 42822-31-1 2,4-di-O-benzyl-L-rhamnose 
• 73223-28-6 benzyl 3,4-di-O-benzyl-2-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranoside 
• 383190-13-4 benzyl (6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1->3)-(2,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranoside 
• 78161-36-1 benzyl 3,4-di-O-benzyl-2-O-α-L-rhamnopyranosyl-α-L-rhamnopyranoside 
• 105165-83-1 benzyl 3,4-di-O-benzyl-2-O-(2,3-O-isopropylidene-α-L-rhamnopyranosyl)-α-L-rhamnopyranoside 
• 105165-84-2 benzyl 3,4-di-O-benzyl-2-O-<2,3-O-isopropylidene-4-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranosyl>-α-L-rhamnopyranoside 
• 105165-93-3 benzyl 3,4-di-O-benzyl-2-O-<4-O-<2,3-di-O-acetyl-4-O-(2,4-di-O-acetyl-3-O-methyl-β-L-xylopyranosyl)-α-L-rhamnopyrnosyl>-2,3-O-isopropylidene-α-L-rhamnopyranosyl>-α-L-rhamnopyranoside 

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 the α-D-GlcpA-(1 → 3)-α-L-Rhap-(1 → 2)-L-Rha trisaccharide isolated from the cell wall hydrolyzate of the green alga, Chlorella vulgaris

The title trisaccharide was synthesized from 6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl chloride (10), ethyl 2,4-di-O-benzyl-1-thio- (5) and benzyl 3,4-di-O-benzyl-α-L-rhamnopyranoside (9). The disaccharide 11 obtained from compounds 5 and 10 was used as the glycosyl donor to glycosylate the rhamnopyranoside derivative 9 having free OH-2 using the NIS-AgOTf-mediated glycosylation methodology. Zemplen deacetylation of the trisaccharide 12 resulted in the 6″-OH derivative (13), which was selectively oxidized with CrO3 to the uronic acid derivative 14. The benzyl groups were removed by catalytic hydrogenolysis to furnish the target trisaccharide (1).

A practical synthesis of mannosaminyl-β(1 → 4)-glucosyl-α(1 → 2)-rhamnose, the trisaccharide repeating unit of a Streptococcus pneumoniae capsular polysaccharide

An efficient chemical synthesis is described for the title trisaccharide repeating unit of the capsular polysaccharide of Streptococcus pneumoniae Type 19F. The key intermediate was a well-accessible indirect β-D-mannosaminyl donor, i.e. 2-(benzoyloxyimin

Synthesis and absolute configuration of lepidimoide, a high potent allelopathic substance from mucilage of germinated cress seeds

Lepidimoide (1), 1,2-cis-linked dissacharide, was synthesized from D-glucose and α-L-rhamnose for determination of the absolute configuration.

SYNTHESIS, AND CARBON-13 N.M.R. STUDY, OF O-α-L-RHAMNOPYRANOSYL-(13)-O-α-L-RAHMNOPYRANOSYL-(12)-L-RHAMNOPYRANOSE AND O-α-L-RHAMNOPYRANOSYL-(13)-O-α-L-RHAMNOPYRANOSYL-(13)-L-RHAMNOPYRANOSE, CONSTITUENTS OF BACTERIAL, CELLWALL POLYSACCHARIDES

O-α-L-Rhamnopyranosyl-(13)-L-rhamnopyranose (19) and O-α-L-rhamnopyranosyl-(12)-L-rhamnopyranose were obtained by reaction of benzyl 2,4- (7) and 3,4-di-O-benzyl-α-L-rhamnopyranoside (8) with 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl bromide, followed