1133161-30-4

Upstream product

• 1133161-56-4 benzyl 4-O-acetyl-3-O-t-butyldimethylsilyl-2,6-dideoxy-2-iodo-3-C-methyl-α-L-mannopyranoside 
• 1133161-49-5 4-O-acetyl-1,5-anhydro-3-O-t-butyldimethylsilyl-1,2,6-trideoxy-3-C-methyl-L-arabino-hex-1-enitol 
• 1310721-39-1 C₁₃H₂₆O₃Si 
• 100-51-6 benzyl alcohol 
• 68673-58-5 (2S,3S)-3-hydroxy-2-methyl-2H-pyran-4(3H)-one 
• 70717-87-2 1,5-anhydro-1,2,6-trideoxy-3-C-methyl-L-ribo-hex-1-enitol 
• 3615-41-6 L-Rhamnose 
• 69739-34-0 t-butyldimethylsiyl triflate 
• 53657-42-4 L-rhamnal 
• 34819-86-8 3,4-di-O-acetyl-6-deoxy-L-glucal 
• 70717-92-9 4-O-acetyl-1,5-anhydro-1,2,6-trideoxy-3-C-methyl-L-arabino-hex-1-enitol 

Downstream Products

• 1310721-45-9 (2R,3R,4S,5R,6S)-5-acetoxy-6-((2S,3S,4R,5R,6R)-6-(benzyloxy)-4-(tertbutyldimethylsilyloxy)-5-iodo-2,4-dimethyltetrahydro-2H-pyran-3-yloxy)-4-methoxy-2-methyltetrahydro-2H-pyran-3-yl benzoate 

Relevant academic research and scientific papers

Noteworthy observations accompanying synthesis of the apoptolidin disaccharide

A stereoselective synthesis of the apoptolidin disaccharide is reported. The key chemistry features a new transformation utilizing a highly selective tetramethylalkoxyalanate[v]-directed syn-methylation of a vinylogous ester, isolation of a hydrate of a 2-keto sugar, an eco-friendly radical cleavage of a bromomethyl group, and an efficient preparation of a fluorodisaccharide via the use of XtalFluor-E.

2,3-Anhydrosugars in glycoside bond synthesis. Application to 2,6-dideoxypyranosides

We describe here the first use of 2,3-anhydrosugars as glycosylating agents for the preparation of 2-deoxypyranosides. In particular, the methodology was used to assemble 2,6-dideoxysugar glycosides. Glycosylation of a panel of alcohols with one of two 6-