171613-31-3

Upstream product

• 171613-27-7 tert-Butyl-dimethyl-((2R,3R,4S,5R)-2,3,5-trimethoxy-tetrahydro-pyran-4-yloxy)-silane 
• 4551-15-9 phenylthiotrimethylsilane 

Downstream Products

• 171613-35-7 (2S,3R,4R,5S,6S)-3-Benzyloxy-6-((2R,3R,4S,5R)-3,5-dimethoxy-2-phenylsulfanyl-tetrahydro-pyran-4-yloxy)-4,5-dimethoxy-2-methyl-tetrahydro-pyran 
• 171613-34-6 3-[4-O-benzyl-2,3-di-O-methyl-α-L-fucopyranosyl]-2,4-di-O-methyl-1-thiophenyl-β-D-xylopyranose 
• 171613-40-4 {(2S,3S,4S,6S)-6-Acetoxymethyl-4-[(2S,3R,4S,5R)-4-((2S,3S,4R,5R,6S)-5-benzyloxy-3,4-dimethoxy-6-methyl-tetrahydro-pyran-2-yloxy)-3,5-dimethoxy-tetrahydro-pyran-2-yloxy]-3-methyl-tetrahydro-pyran-2-yl}-acetic acid methyl ester 
• 171613-38-0 {(2R,3R,4R,6R)-6-Acetoxymethyl-4-[(2S,3R,4S,5R)-4-((2S,3S,4R,5R,6S)-5-benzyloxy-3,4-dimethoxy-6-methyl-tetrahydro-pyran-2-yloxy)-3,5-dimethoxy-tetrahydro-pyran-2-yloxy]-3-methyl-tetrahydro-pyran-2-yl}-acetic acid methyl ester 

Relevant academic research and scientific papers

Silyl migrations in d-xylose derivatives: Total synthesis of a marine quinoline alkaloid

A versatile method for the synthesis of orthogonally protected d-xylose 1-thioethers is described using unusual silyl group migrations which were pivotal in the synthesis of 4,8-dimethyl-6-O-(2′,4′-di-O-methyl- β-d-xylopyranosyl)hydroxyquinoline confirming the structure and absolute configuration of the natural product.

Relative configuration of a marine toxin polycavernoside-A

Combination of the sugar and tetrahydropyran parts of polycavernoside-A, which has been isolated as one of toxic principles from the red alga Polycavernosa tsudai, revealed the whole relative configuration of the compound from the spectral data.