1549989-04-9

Upstream product

• 3162-96-7 methyl 4,6-O-benzylidene-α-D-glucopyranoside 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 1549988-77-3 (2R,3R,4S,5R,6S)-4,5-bis((tert-butyldimethylsilyl)oxy)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3-ol 
• 1214746-46-9 (((2R,4αR,6S,7R,8S,8αR)-6-methoxy-2-phenylhexahydropyrano[3,2-d][1,3]dioxine-7,8-diyl)bis(oxy))bis(tert-butyldimethylsilane) 
• 3162-96-7 4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside 
• 1549988-96-6 (4S,5S,6S)-4,5-bis((tert-butyldimethylsilyl)oxy)-2-iodo-6-methoxycyclohex-2-enone 
• 89466-08-0 2-hydroxyphenyl boronic acid 
• 1549988-88-6 (4S,5S,6S)-4,5-bis((tert-butyldimethylsilyl)oxy)-6-methoxycyclohex-2-enone 
• 1549988-85-3 C₁₉H₄₀O₅Si₂ 
• 97-30-3 methyl-alpha-D-glucopyranoside 
• 1549988-60-4 (((2S,3R,4S,5S)-2,5-dimethoxy-6-methylenetetrahydro-2H-pyran-3,4-diyl)bis(oxy))bis(tert-butyldimethylsilane) 
• 1549988-82-0 (2S,3R,4S,5R,6S)-4,5-bis((tert-butyldimethylsilyl)oxy)-2-(iodomethyl)-6-methoxytetrahydro-2H-pyran-3-ol 

Relevant academic research and scientific papers

Total synthesis of ribisin A

The first total synthesis of natural product ribisin A has been achieved in 11 steps from commercially available methyl α-d-glucopyranoside with 21.6% overall yield. The highly oxygenated benzofuran skeleton of this natural product was constructed, taking advantages of the inherent chirality of d-glucose, through the key reactions of Ferrier carbocyclization, Johnson iodination, Suzuki cross-coupling, and Wacker oxidative cyclization.

Total synthesis of ribisin A

The first total synthesis of natural product ribisin A has been achieved in 11 steps from commercially available methyl α-d-glucopyranoside with 21.6% overall yield. The highly oxygenated benzofuran skeleton of this natural product was constructed, taking advantages of the inherent chirality of d-glucose, through the key reactions of Ferrier carbocyclization, Johnson iodination, Suzuki cross-coupling, and Wacker oxidative cyclization.