80339-62-4

Upstream product

• 27641-18-5 1-O-trimethylsilyl-2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside 
• 1825-61-2 Trimethylmethoxysilane 
• 122-78-1 phenylacetaldehyde 
• 101-48-4 phenylacetaldehyde dimethyl acetal 
• 19126-95-5 trimethylsilyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 
• 89825-07-0 1-O-trimethylsilyl-2,3,4,6-tetra-O-acetyl-D-glucoside 

Downstream Products

• 86233-30-9 (1R,S)-1-methoxy-2-phenylethyl α-D-glucopyranoside 

Relevant academic research and scientific papers

SYNTHESIS OF ACETAL-α-GLUCOSIDES. A STEREOSELECTIVE ENTRY INTO A NEW CLASS OF COMPOUNDS

Acetal-glycosides are a new class of compounds, which became of special interest as enzyme inhibitors and cytostatics for the treatment of cancer.In a highly stereoselective glucosidation, acetyl-protected acetal-α-glucosides such as methoxymethyl 2,3,4,6

STEREOSELEKTIVE SYNTHESE VON α-GLUCOSIDEN MIT 1,1'-DIACETAL-STRUKTUR

Reaction of (1b) and (1d) with the acetal (2a) in presence of trimethylsilyl trifluoromethanesulfonate at -70 deg C gives the α-glucosides (3a) and (4a), whereas (1a) and (1c) lead to the β-glucosides (4c) and (4b).At 0 deg C reaction of (1a) with the acetals (2b-g) gives exclusively the α-glucosides (3b-g).