1004556-11-9

Upstream product

• 3282-30-2 pivaloyl chloride 
• 76419-48-2 methyl 4,6-O-benzylidene-3-O-benzyl-α-D-glucopyranoside 
• 97-30-3 methyl-alpha-D-glucopyranoside 
• 2641-79-4 methyl 2,3,4,6-tetrakis-O-trimethylsilyl-α-D-glucopyranoside 
• 1538-75-6 2,2-dimethylpropanoic anhydride 

Downstream Products

• 1350544-06-7 C₂₆H₄₂O₅Si 
• 1350544-04-5 C₂₆H₄₂O₅Si 
• 1350544-01-2 methyl 3-O-benzyl-2-O-pivaloyl-α-D-glucopyranoside 
• 1350544-02-3 methyl 3-O-benzyl-2-O-pivaloyl-6-deoxy-6-iodo-α-D-glucopyranoside 
• 1350544-03-4 methyl 2-O-pivaloyl-3-O-benzyl-4-O-t-butyldimethylsilyloxy-6-deoxy-6-iodo-α-D-glucopyranoside 
• 1350544-05-6 C₂₄H₃₈O₅Si 

Relevant academic research and scientific papers

Iron(iii) chloride-tandem catalysis for a one-pot regioselective protection of glycopyranosides

Tandem catalysis by using iron(iii) chloride hexahydrate leads to carbohydrate building blocks displaying an orthogonal protecting group pattern as illustrated by the regioselective protection of trehalose and maltose disaccharides.

Gram-scale synthesis of the A'B'-subunit of angelmicin B

A gram-scale enantiospecific synthesis of the A'B'-subunit of angelmicin B is reported. The synthesis involves a Lewis acid catalyzed contrasteric Diels-Alder reaction and a tandem silyl zincate 1, 6-addition/enolate oxidation sequence.

Tandem catalysis for a one-pot regioselective protection of carbohydrates: The example of glucose

(Chemical Equation Presented) Fine-tuning the conditions for a tandem reaction using a single catalyst in a single reaction vessel leads to carbohydrate building blocks displaying different patterns of protecting groups (see picture). This process greatly simplifies the access to oligomers, as illustrated by the rapid assembly of a trisaccharide.