90405-84-8

Upstream product

• 134341-51-8 (1R,2S,3R,4R,5R)-2-(tert-Butyl-diphenyl-silanyloxy)-6,8-dioxa-bicyclo[3.2.1]octane-3,4-diol 
• 14440-51-8 1,6-anhydro-2,3-O-isopropylidene-β-D-mannopyranose 
• 530-26-7 D-Mannose 
• 90405-80-4 tert-Butyl-((1R,2S,6R,7R,8R)-4,4-dimethyl-3,5,10,11-tetraoxa-tricyclo[6.2.1.0^2,6]undec-7-yloxy)-diphenyl-silane 
• 134341-59-6 (2R,4R)-4-[(R)-1-(tert-Butyl-diphenyl-silanyloxy)-2-oxo-ethyl]-[1,3]dioxolane-2-carbaldehyde 
• 14168-65-1 mannosan 
• 58479-61-1 tert-butylchlorodiphenylsilane 

Downstream Products

• 149793-78-2 1,6-anhydro-4-O-(tert-butyldiphenylsilyl)-β-D-arabino-hexopyran-3-ulose 
• 190188-88-6 (3Z)-1,6-anhydro-4-O-(tert-butyldiphenylsilyl)-3-deoxy-3-methoxyimine-β-D-arabino-hexopyranose 
• 190188-95-5 (Z)-1,6-anhydro-4-O-(tert-butyldiphenylsilyl)-3-deoxy-3-methoxyimine-2-O-(prop-2'-inyl)-β-D-arabino-hexopyranose 
• 190188-87-5 (3Z)-1,6-anhydro-4-O-(tert-butyldiphenylsilyl)-3-deoxy-3-methoxyimine-2-O-(2'-bromo-prop-2'-enyl)-β-D-arabino-hexopyranose 
• 149793-79-3 2-O-acetyl-1,6-anhydro-4-O-(tert-butyldiphenylsilyl)-β-D-arabino-hexopyran-3-ulose 

Relevant academic research and scientific papers

5-exo Radical Cyclization onto 3-Alkoxyketimino-1,6-anhydromannopyranoses. Efficient Preparation of Synthetic Intermediates for (-)-Tetrodotoxin

Ketoxime ethers at C3 of 1,6-anhydro-β-D-mannopyranose derivatives were found to be useful 5-exo radical traps of alkyl and vinyl radicals generated at a chain tethered to the C2 hydroxyl group, allowing advanced synthetic intermediates for (-)-tetrodotoxin to be prepared from D-mannose in good overall yield.

The stereocontrolled formation of cyclic vicinal cis-diols via a samarium diiodide pinacol coupling of dialdehydes

Aliphatic 1,5- and 1,6 dialdehydes with and without α-substituents, as well as derivatives of carbohydrate dialdehydes undergo a pinacol coupling reaction in the presence of SmI2 to give cis-diols as the preponderant products. When α-alkoxy groups are present, the diol has an orientation that is opposite to such groups.