69558-13-0

Upstream product

• 25019-69-6 methyl 4-O-benzyl-α-L-rhamnopyranoside 
• 74-88-4 methyl iodide 
• 35775-14-5 methyl 4-O-benzyl-6-deoxy-2,3-O-isopropylidene-α-L-talopyranoside 
• 100-39-0 benzyl bromide 
• 14133-63-2 methyl 2,3-O-isopropylidene-α-L-rhamnoside 
• 25019-68-5 methyl 4-O-benzyl-2,3-O-isopropylidene-α-L-rhamnopyranoside 
• 82206-52-8 methyl 4-O-benzyl-2,3-O-methylene-α-L-rhamnopyranoside 

Downstream Products

• 144572-59-8 Acetic acid (2S,3R,4R,5R,6S)-5-benzyloxy-4-methoxy-6-methyl-2-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-3-yl ester 
• 144572-58-7 Acetic acid (2R,3R,4R,5R,6S)-5-benzyloxy-2-hydroxy-4-methoxy-6-methyl-tetrahydro-pyran-3-yl ester 
• 114953-48-9 Acetic acid (2S,3R,4R,5R,6S)-2-acetoxy-5-benzyloxy-4-methoxy-6-methyl-tetrahydro-pyran-3-yl ester 
• 90670-49-8 tert-Butyl-((2S,3S,4S)-4-methoxy-2-methyl-6-phenylsulfanyl-tetrahydro-pyran-3-yloxy)-dimethyl-silane 
• 150966-53-3 Methyl 2,3-di-O-methyl-4-O-<4-O-benzyl-3-O-methyl-2-O-(2-O-acetyl-4-O-benzyl-3-O-methyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranosyl>-α-L-rhamnopyranoside 
• 150966-55-5 Methyl 2,3-di-O-methyl-4-O-<4-O-benzyl-3-O-methyl-2-O-(4-O-benzyl-2,3-di-O-methyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranosyl>-α-L-rhamnopyranoside 
• 150966-54-4 Methyl 2,3-di-O-methyl-4-O-<4-O-benzyl-3-O-methyl-2-O-(4-O-benzyl-3-O-methyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranosyl>-α-L-rhamnopyranoside 
• 150966-51-1 Methyl 2,3-di-O-methyl-4-O-(2-O-acetyl-4-O-benzyl-3-O-methyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranoside 
• 150730-92-0 Acetic acid (2S,3R,4R,5S,6S)-5-benzyloxy-4-methoxy-6-methyl-2-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-3-yl ester 
• 130851-52-4 methyl 4-O-benzyl-3-O-methyl-2-O-pivaloyl-α-L-rhamnopyranoside 
• 55053-28-6 Methyl 4-O-benzyl-2,6-dideoxy-3-O-methyl-α-L-arabinohexopyranosid 
• 5158-60-1 methyl 6-deoxy-3-O-methyl-α-L-mannopyranoside 

Relevant academic research and scientific papers

Synthesis of the Oligosaccharide Segment of a Novel Phenolic Glycolipid Antigen from Mycobacterium haemophilum

The synthesis of the trisaccharide segment from Mycobacterium haemophilum phenolic glucolipid has been described.The synthesis of the disaccharide derivative 12 containing a free hydroxy group at C-2' was first examined by using 2-O-acetyl-4-O-benzyl-3-O-

Synthesis of a new serine containing glycotetrapeptide from Mycobacterium xenopi glycopeptidolipid : An unusual structural variant in mycobacterium genus

Synthesis of the unique glycotetrapeptide segment of Mycobacterium xenopi glycopeptidolipid is described.

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 AND HYDROGENOLYSIS OF THE METHYLENE, ETHYLIDENE, ISOPROPYLIDENE, AND DIASTEREOISOMERIC 1-PHENYLETHYLIDENE ACETALS OF β-L-ARABINO- AND α-L-RHAMNOPYRANOSIDE DERIVATIVES

Both diastereoisomers of 1-phenylethylidene acetals (acetophenone acetals) of methyl and benzyl β-L-arabinopyranoside and α-L-rhamnopyranoside were prepared.Acetal-exchange reactions gave only the endo-phenyl isomers; their 2-O- and 4-O-acetyl derivatives

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