473711-72-7

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 97-30-3 methyl-alpha-D-glucopyranoside 
• 1372767-13-9 ethyl 2-deoxy-2-N-trichloroacetamido-3,4,6-tri-O-trimethylsilyl-1-thio-β-D-glucopyranoside 
• 100-52-7 benzaldehyde 
• 2641-79-4 methyl 2,3,4,6-tetrakis-O-trimethylsilyl-α-D-glucopyranoside 
• 169557-88-4 ethyl-3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamido)-1-thio-β-D-glucopyranoside 
• 635684-80-9 ethyl 2-deoxy-2-N-trichloroacetamido-1-thio-β-D-glucopyranoside 
• 3162-96-7 4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside 
• 2754-27-0 trimethylsilyl acetate 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 

Downstream Products

• 161365-13-5 methyl 4,6-O-benzylidene-3-O-(p-methoxybenzyl)-α-D-glucopyranoside 
• 942044-38-4 methyl 2-O-acetyl-3,6-di-O-benzyl-α-D-glucopyranoside 
• 942068-48-6 methyl 2-O-acetyl-3-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside 
• 3162-96-7 4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside 
• 28642-64-0 methyl 2-O-benzoyl-4,6-di-O-benzylidene-α-D-glucopyranoside 
• 76375-66-1 methyl 2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside 
• 1393354-82-9 methyl (2-deoxy-3,4,6-tri-O-benzyl-α-D-galactopyranosyl)-(1->3)-2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside 
• 1401954-88-8 methyl 3-O-benzyl-2-O-(2-deoxy-3,4,6-tri-O-benzyl-α-D-lyxo-hexapyranosyl)-4,6-O-benzylidene-α-D-glucopyranoside 
• 1621188-56-4 methyl 3-O-benzyl-2-O-(2-deoxy-3,4-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-6-O-triisopropylsilyl-α-D-erythro-hexapyranosyl)-4,6-O-benzylidene-α-D-glucopyranoside 
• 76419-48-2 methyl 4,6-O-benzylidene-3-O-benzyl-α-D-glucopyranoside 

Relevant academic research and scientific papers

Development of a Novel Method for Trimethylsilylation of Saccharides?

The trimethylsilyl (TMS) group is widely used in carbo?hydrate synthesis, although this protecting group is unstable and its post-synthetic purification challenging. The successful trimethylsilyl?ation of carbohydrates mediated by recyclable and efficient

A 3,4-trans-fused cyclic protecting group facilitates α-selective catalytic synthesis of 2-deoxyglycosides

A practical approach has been developed to convert glucals and rhamnals into disaccharides or glycoconjugates with high α-selectivity and yields (77-97 %) using a trans-fused cyclic 3,4-O-disiloxane protecting group and TsOH·H2O (1 mol %) as a catalyst. Control of the anomeric selectivity arises from conformational locking of the intermediate oxacarbenium cation. Glucals outperform rhamnals because the C6 side-chain conformation augments the selectivity.

α-Selective organocatalytic synthesis of 2-deoxygalactosides

Alpha rules: A thiourea acts as an efficient organocatalyst for the glycosylation of protected galactals to form oligosaccharides containing a 2-deoxymonosaccharide moiety (see scheme). The reaction is highly stereoselective for α-linkages and proceeds by way of a syn-addition mechanism. Copyright

TMSOTf-catalyzed silylation: Streamlined regioselective one-pot protection and acetylation of carbohydrates

A highly efficient TMSOTf-catalyzed HMDS silylation of sugars, which can easily be integrated with subsequent reactions in one-pot fashion, has been developed. Its usefulness was demonstrated by applications to streamlined regioselective one-pot protection and nonenzymatic acetylation of unprotected sugars. Monosaccharide and trehalose building blocks with orthogonally well-differentiated hydroxy groups were efficiently prepared starting with free sugars in one-pot fashion without the need for prior per-O-silylation. Regioselectively protected and acetylated building blocks were prepared directly from unprotected sugars in a one-pot manner involving up to five TMSOTf-catalyzed reactions, including a new TMSOTf-catalyzed silylation of carbohydrates. Copyright

Synthesis of biologically potent α1 →2-linked disaccharide derivatives via regioselective one-pot protection - Glycosylation

A highly regioselective benzyl and allyl protection of D-hexopyranosides allows their application in the synthesis of biologically potent α1→2 linked disaccharide derivatives by means of a regioselective one-pot protection-glycosylation (see scheme).