190782-08-2

Upstream product

• 53685-11-3 methyl 2,6-di-O-benzyl-β-D-galactopyranoside 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 190782-07-1 (2R,3S,4S,5R,6R)-5-Benzyloxy-2-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-tetrahydro-pyran-3-ol 

Downstream Products

• 190782-09-3 (2R,3R,4S,6S)-3-Benzyloxy-6-benzyloxymethyl-2-methoxy-5-methylene-tetrahydro-pyran-4-ol 
• 208983-36-2 C₄₉H₅₆O₁₀ 
• 208983-37-3 Acetic acid (2S,3R,4S,5R,6R)-3-((2S,3S,4S,5S,6R)-3-acetoxy-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-5-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-yl ester 
• 190782-10-6 C₆₁H₆₄NO₁₀PSe 

Relevant academic research and scientific papers

A stereoselective synthesis of methyl β-C-lactoside through the tether approach

Methyl β-C-lactoside (β-D-Galp-C-(1→4)-β-Glcp-OMe) is stereoselectively synthesized by radical coupling of phenyl Se-β-D- galactopyranoside 5 onto exo-methylene-sugar 4, which are temporarily connected through a silaketal tether.

Radical mediated synthesis of N-acetyl-D-galactosamine containing C-disaccharides via a temporary phosphoramidic connection

The C-disaccharide {α-D-GalNAc-C-(1→4)-β-D-Glc-OMe} and its interglycosidic β anomer were synthesized by radical coupling of phenyl 2-amino-3,4,6-tri-O-benzyl-2-deoxy-1-seleno-α-D-galactopyranoside onto methyl 2,6-di-O-benzyl-4-deoxy-4-C-methylene- β-D-xylo-hexopyranoside, which are temporarily connected through a phosphoramido tether. A similar reaction was performed with methyl 2,3-di-O-benzyl-4-deoxy-4-C-methylene-α-D-xylo-hexopyranoside to produce the two closely related α-OMe C-disaccharides.