127239-16-1

Upstream product

• 97-30-3 methyl-alpha-D-glucopyranoside 
• 2186-92-7 p-Anisaldehyde dimethyl acetal 
• 162680-20-8 methyl 4,6-O-[(R)-(4-methoxyphenyl)methylene]-α-D-glucopyranoside 
• 90633-88-8 methyl-2,3-bis-O-benzyl-4,6-O-[(R)-(4-methoxyphenyl)methylene]-α-D-glucopyranoside 
• 90633-94-6 methyl 2,3-di-O-benzyl-6-O-(4-methoxybenzyl)-α-D-glucopyranoside 

Downstream Products

• 127238-99-7 (2R,4R,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-2-(4-methoxy-benzyloxymethyl)-3-nitromethyl-tetrahydro-pyran-3-ol 
• 203118-63-2 methyl 2,3-di-O-benzyl-4-deoxy-4-C-methylene-6-O-p-methoxybenzyl-α-D-xylo-hexopyranoside 
• 150584-88-6 methyl 2,3-di-O-benzyl-4-deoxy-4-C-methylene-α-D-xylo-hexopyranoside 
• 203118-64-3 (2S,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-3-methylene-tetrahydro-pyran-2-carbaldehyde 
• 1025817-99-5 (2R,3S)-2,3-Bis-benzyloxy-4-[(4S,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-pent-4-enal 
• 203118-66-5 (2S,3S,5S,6R)-5,6-Bis-benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-6-[1,3]dithian-2-yl-4-methylene-hexane-2,3-diol 
• 203118-71-2 [(4S,5S)-5-((2S,3R)-2,3-Bis-benzyloxy-3-[1,3]dithian-2-yl-1-methylene-propyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy]-tert-butyl-diphenyl-silane 
• 1610594-22-3 methyl 4-C-allyl-2,3-di-O-benzyl-6-O-(p-methoxybenzyl)-α-D-galactopyranoside 
• 1610594-24-5 methyl 4-C-allyl-2,3-di-O-benzyl-4-O-methyl-α-D-galactopyranoside 
• 1610594-25-6 C₂₅H₃₀O₆ 
• 1610594-19-8 C₂₅H₂₈O₆ 
• 1610594-28-9 C₂₄H₂₆O₆ 
• 1610594-37-0 C₃₀H₄₀O₆Si 
• 1610594-44-9 C₄₀H₅₂O₇Si 

Relevant academic research and scientific papers

Synthesis of glyco-fused bicyclic compounds; Conformationally constrained scaffolds and useful polyfunctional building blocks

We synthesized fused bicyclic polyfunctional compounds containing a highly hydroxylated pyran ring starting from commercially available methyl glucopyranoside and adopting a RCM annulation approach. The versatile α,β-unsaturated ketone group was introduced on the newly formed ring and, as an example of the potential of these polyfunctionalized building blocks, a tetracyclic compound was synthesized through a Diels-Alder cycloaddition reaction. Bicyclic polyfunctional glycol-fused compounds have been synthesized from commercially available methyl gluco-pyranoside. These molecules, with their high chirality content, presence of an α,β-unsaturated ketone and multiple hydroxyl groups represent useful building blocks for the preparation of complex, optically pure compounds. Copyright

Synthetic studies towards amphidinolide a. A concise synthesis of the unique ene-tetrol unit from a methyl α-D-glucopyranoside

A synthesis of the protected ene-tetrol unit 2 present in the marine metabolite amphidinolide A 1, starting from the protected D-glucopyranoside 3, and proceeding via the key intermediates 4, 5, 6 and 7 is described.

Substrate dependent intramolecular Pauson-Khand reaction of carbohydrate exo-methylene derivatives. Unexpected formation of fused '[4.1.0] bicycloheptene - pyranose' tricyclic product

Attempted Pauson-Khand cyclisation of exo- methylene carbohydrate enynic substrates is described. 3-Exo methylene derivative cyclises to give a normal Pauson-Khand product while cyclisation of a 4-exo methylene analog follows a previously unreported pathway to give fused '[4.1.0] bicycloheptene - pyranose' tricyclic product.

Synthesis and reactivity of nitro sugar-derived silyl nitronates

Silyl nitronates are readily generated from carbohydrates containing a nitromethyl group; these nitronates participate in F--catalyzed nitroaldol reactions with aldehydes provided that the nucleophilic carbon atom is sufficiently remote from th