503150-46-7

Upstream product

• 52526-59-7 Methyl-4.6-O-benzyliden-2.3-di-O-benzyl-α-D-allopyranosid 
• 109010-30-2 methyl 2-O-benzyl-4,6-O-benzylidene-α-D-ribo-hexopyranosid-3-ulose 
• 503150-62-7 methyl 2,3-di-O-benzyl-4,6-O-(2-phenylsulfonyl)-ethylidene-α-D-allopyranoside 

Downstream Products

• 503150-62-7 methyl 2,3-di-O-benzyl-4,6-O-(2-phenylsulfonyl)-ethylidene-α-D-allopyranoside 

Relevant academic research and scientific papers

Synthesis of l -Pyranosides by Hydroboration of Hex-5-enopyranosides Revisited

Extensive study of the diastereoselective synthesis of l-pyranosides utilizing hydroboration of substituted exo-glucals (5-enopyranosides) obtained from d-sugars is presented. On the basis of this study we present the empirical rules describing the reacti

Carbohydrate-derived PSE acetals: Controlled base-induced ring cleavage

Retro-Michael type reactions applied to PSE acetals protecting monosaccharides led either to complete removal or to ring-cleavage. In protic medium, application of standard basic conditions resulted in acetal deprotection, while the use of butyl lithium in aprotic medium allowed controlled ring-cleavage. A regio- and stereoselective C- over O-alkylation was observed during the process. Furthermore, depending on the substrates and the reaction conditions involved, new carbohydrate-derived β-alkoxyvinyl sulfones were obtained with varying regioselectivity.

Regioselective de-O-benzylation of phenylsulfonylethylidene (PSE) acetals-containing benzylated monosaccharides using triisobutylaluminum (TIBAL)

A series of benzylated monosaccharidic PSE acetals undergoes regioselective TIBAL-mediated de-O-benzylation, to afford monobenzyl ethers, readily available as building blocks for oligosaccharides synthesis.