25019-69-6

Upstream product

• 100-39-0 benzyl bromide 
• 14917-55-6 methyl 6-deoxy-α-L-mannopyranoside 
• 73-34-7 L-rhamnose 
• 14133-63-2 methyl 2,3-O-isopropylidene-α-L-rhamnoside 
• 127501-41-1 ethyl 2,3,4-tri-O-acetyl-1-thio-β-L-fucopyranoside 
• 137438-96-1 Methyl 4-O-benzoyl-3-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-α-L-rhamnopyranoside 
• 25019-68-5 methyl 4-O-benzyl-2,3-O-isopropylidene-α-L-rhamnopyranoside 

Downstream Products

• 82206-52-8 methyl 4-O-benzyl-2,3-O-methylene-α-L-rhamnopyranoside 
• 90164-77-5 methyl [2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)]-4-O-benzyl-α-L-rhamnopyranoside 
• 73983-19-4 1,2-di-O-acetyl-3,4-di-O-benzyl-6-deoxy-α-L-mannopyranose 
• 66320-16-9 methyl α-L-rhamnopyranosyl-(1->2)-α-L-rhamnopyranoside 
• 71348-34-0 methyl 3,4-di-O-benzyl-2-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranoside 
• 112107-26-3 methyl (3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranoside 
• 112107-28-5 methyl 3,4-di-O-benzyl-2-O-<3,4-di-O-benzyl-2-O-(α-L-rhamnopyranosyl)-α-L-rhamnopyranosyl>-α-L-rhamnopyranoside 
• 112107-25-2 (2S,3R,4S,5S,6S)-4,5-Bis-benzyloxy-2-[(2S,3R,4R,5S,6S)-4,5-bis-benzyloxy-2-((2R,3R,4R,5S,6S)-4,5-bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-3-yloxy)-6-methyl-tetrahydro-pyran-3-yloxy]-6-methyl-tetrahydro-pyran-3-ol 
• 71715-59-8 methyl 2-O-acetyl-3,4-di-O-benzyl-α-L-rhamnopyranoside 
• 61199-76-6 methyl 4-O-benzyl-endo-2,3-O-benzylidene-α-L-rhamnopyranoside 
• 61199-75-5 methyl 4-O-benzyl-2,3-O-(S)-benzylidene-α-L-rhamnopyranoside 
• 25019-70-9 (3aR,4R,6S,7S,7aR)-7-Benzyloxy-4-methoxy-6-methyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-thione 
• 90164-70-8 methyl 2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside 
• 157889-68-4 2,4-di-O-benzyl-α-L-rhamnopyranoside 

Relevant academic research and scientific papers

A modified synthesis and serological evaluation of neoglycoproteins containing the natural disaccharide of PGL-I from Mycobacterium leprae

In order to generate substantial amounts of neoglycoconjugate needed for commercialization of diagnostic kits and high-throughput detection of leprosy, we developed a facile and high-yield synthesis of the corresponding disaccharide. Herein, the non-reduc

Induction of a preferred sense of twist in flexible diphenyls by carbohydrate scaffolds. Synthesis of two "naked" ellagitannin analogous

The synthesis of "naked" ellagitannin analogues 1 and 2, having a preferred sense of twist of the diphenyl moiety, with a rhamnose and a glucose template, is reported. A clear induction in the chirality of the diphenyl moiety, mediated through a 10-membered ring via ester linkages, was observed. The chiral scaffold of glucose (diequatorial 2,3-hydroxyl groups) exerts a remarkable stronger atropdiastereoselective effect onto the diphenoyl group than the rhamnose ring (axial-equatorial 2,3-hydroxyl groups), according to the Schmidt-Haslam hypothesis.

Synthesis of methyl 3-O--α-L-rhamnopyranoside, a trisaccharide related to the Klebsiella type 9 antigen

The trisaccharide related to the polysaccharide from Klebsiella type 9 namely methyl 3-O--α-L-rhamnopyranoside (12) has been synthesised in 11 steps from the constituent sugars.

Reactions of Partially Acylated Aldehexopyranosides, VIII. A New Synthesis of the Tetradeoxydisaccharide in Avermectins

Methyl 4-O-benzyl-3-O-methyl-2-O-pivaloyl-α-L-rhamnopyranoside (6) was prepared from L-rhamnose in an improved synthesis in six steps (overall yield: 51percent) and was used as the key building block.Acetolysis of 6 gave the glycosyl donor, 1,4-di-O-acetyl-3-O-methyl-2-O-pivaloyl-α-L-rhamnopyranose (7), which was coupled with the acceptor, methyl 3-O-methyl-2-O-pivaloyl-α-L-rhamnopyranoside (8), simply prepared by debenzylation of 6.The glycosylation reaction was carried out in the presence of trimethylsilyl triflate and led exclusively to the α-linked disaccharide, methyl 4-O-(4-O-acetyl-3-O-methyl-2-O-pivaloyl-α-L-rhamnopyranosyl) -3-O-methyl-2-O-pivaloyl-α-L-rhamnopyranopside (9).Selective removal of the acetate group and irradiation of the 2,2'-dipivaloates gave directly the tetradeoxydisaccharide, methyl 4-O-(α-L-oleandrosyl)-α-L-oleandropyranoside (11).Irradiation of compound 8 afforded methyl α-L-oleandropyranoside (12) as the only product in 80percent yield.Key Words: Avermectins / Methyl 4-O-(α-L-oleandrosyl)-α-L-oleandropyranoside / Photochemical deoxygenation / Glycosylation

Synthesis of di-O-glycosyl derivatives of methyl α-L-rhamnopyranoside

The syntheses are described of 2,3-di-O-glycosyl derivatives (1-12) of methyl α-L-rhamnopyranoside where the glycosyl moieties are variously α-L-fucopyranose, β-L-fucopyranose, β-D-glucopyranose, α-D-mannopyranose, and α-L-rhamnopyranose.The syntheses inv

Synthesis of disaccharide methyl glycosides related to the polysaccharide from Klebsiella serotype 40 and a study of their inhibition in the precipitin reaction.

The methyl glycosides of alpha-D-Manp-(1----4)-alpha-L-Rhap (3), alpha-L-Rhap-(1----3)-beta-D-Galp (4), beta-L-Rhap-(1----3)-beta-D-Galp (5), beta-D-Galp-(1----2)-alpha-L-Rhap (6), and beta-D-GlcpA-(1----2)-alpha-L-Rhap (7) have been synthesised and their

An n.m.r. and conformational analysis of the terminal trisaccharide from the serologically active glycolipid of Mycobacterium leprae in different solvents

The 1H- and 13C-n.m.r. spectra of allyl 2-O--3-O-methyl-α-L-rhamnopyranoside (3), a glycoside of the terminal trisaccharide found in the phenolic glycolipid I from Mycobacterium leprae, and those of the two component disaccharides, allyl 4-O-(3,6-di-O-methyl-β-D-glucopyranosyl)-2,3-di-O-methyl-α-L-rhamnopyranoside (1) and allyl 2-O-(2,3-di-O-methyl-α-L-rhamnopyranosyl)-3-O-methyl-α-L-rhamnopyranoside (2) have been assigned completely by 1D and 2D techniques.The preferred conformations, determined by chemical shift and n.O.e. studies, were different in D2O, CD3OD, and CDCl3.The preferred conformation of 3 accorded with the results of hard-sphere exo-anomeric (HSEA) calculations.

Practical synthesis of oligosaccharides. Partial synthesis of avermectin B(1a)

A practical synthesis of oligosaccharides from phenylthio sugars via glycosyl fluorides is described. The new technology is applied to the synthesis of hexasaccharide 9 from a glucose derivative and avermectin B1a(11) from an avermectin B1

Preparation of Some Partially Methylated L-Rhamnosides and D-Ribosides

Partially methylated L-rhamnosides and D-ribosides have been prepared using limited amounts (25 to 35percent less than that needed for complete methylation) of methylating reagents, and characterized by GLC or GLC/MS.Methyl 2,3-di-O-methyl-α-L-rhamnoside has also been prepared by a modified method of Hough and Jones .