203118-63-2

Upstream product

• 1779-49-3 Methyltriphenylphosphonium bromide 
• 127239-16-1 methyl 2,3-di-O-benzyl-6-O-(p-methoxybenzyl)-α-D-xylohexopyranosid-4-ulose 
• 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 
• 74-95-3 1,1-dibromomethane 

Downstream Products

• 150584-88-6 methyl 2,3-di-O-benzyl-4-deoxy-4-C-methylene-α-D-xylo-hexopyranoside 
• 1610594-29-0 C₃₀H₃₆O₇ 
• 1610594-30-3 methyl 2,3-di-O-benzyl-4-deoxy-4-C-hydroxymethyle-6-O-p-methoxybenzyl-α-D-galactopyranoside 
• 1610594-31-4 methyl 2,3-di-O-benzyl-4-deoxy-4-C-formyl-6-O-p-methoxybenzyl-α-D-galactopyranoside 
• 1610594-32-5 methyl 2,3-di-O-benzyl-4-deoxy-4-C-((1R/S)-1-hydroxyallyl)-6-O-p-methoxybenzyl-α-D-galactopyranoside 
• 1610594-33-6 methyl 2,3-di-O-benzyl-4-deoxy-4-C-[(1R)-1-triethylsilyloxyallyl]-6-O-p-methoxybenzyl-α-D-galactopyranoside 
• 1610594-34-7 methyl 2,3-di-o-benzyl-4-deoxy-4-C-[(1R)-1-triethylsilyloxyallyl]-α-D-galactopyranoside 
• 1610594-35-8 C₃₀H₄₂O₆Si 
• 1610594-36-9 methyl 2,3-di-O-benzyl-4,7,8-trideoxy-4-C-[(1R)-1-triethylsilyloxyallyl]-D-glycero-α-D-galacto-octa-7-enopyranoside 
• 1610594-20-1 C₃₀H₄₂O₆Si 
• 176242-30-1 Trifluoro-methanesulfonic acid (2S,4S,5R,6S)-4,5-bis-benzyloxy-6-methoxy-3-methylene-tetrahydro-pyran-2-ylmethyl ester 
• 176242-31-2 3-((2R,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-3-methylene-tetrahydro-pyran-2-yl)-propionic acid tert-butyl ester 
• 176242-33-4 (2S,3R,4S,6R)-3,4-Bis-benzyloxy-6-but-3-ynyl-2-methoxy-5-methylene-tetrahydro-pyran 
• 176242-32-3 3-((2R,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-3-methylene-tetrahydro-pyran-2-yl)-propionaldehyde 

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.