186831-57-2

Upstream product

• 186831-53-8 (4aR,6R,8R,8aR)-8-Benzyloxy-6-methoxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxine-6-carboxylic acid methyl ester 
• 100-39-0 benzyl bromide 
• 186831-56-1 (2R,4R,5R,6R)-4-Benzyloxy-5-hydroxy-6-hydroxymethyl-2-methoxy-tetrahydro-pyran-2-carboxylic acid methyl ester 

Downstream Products

• 186831-58-3 (2R,4R,5R,6S)-4-Benzyloxy-5-hydroxy-2-methoxy-tetrahydro-pyran-2,6-dicarboxylic acid dimethyl ester 
• 186831-59-4 (2R,4R,5R,6S)-5-[(2R,3R,4R,5S)-5-((S)-1-Acetoxy-ethyl)-4-benzyloxy-3-((2S,3R,4R,5R,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-furan-2-yloxy]-4-benzyloxy-2-methoxy-tetrahydro-pyran-2,6-dicarboxylic acid dimethyl ester 

Relevant academic research and scientific papers

Synthesis of the Unique Trisaccharide: 6-d-L-Talpα(1->2)-L-Rhafβ(1->5)-DHA

Preparation of the title trisaccharide resulted from two remarkable facts: 1) during acetolysis of the anomeric t-butyl group in the fully protected disaccharide 4, the rhamnopyranoside ring underwent an unusual conversion into the furanose form to furnish 5a; 2) stereoselective coupling of 5-O-acetyl-3-O-benzyl-2-O-(2,3,4-tri-O-acetyl-6-deoxy-α-L-talopyranosyl)-α-L-rhamnofuranosyl bromide (5b) with the glycosyl acceptor 7b formed surprisingly the β-linkage, to give the corresponding trisaccharide 8a.