89726-77-2

Upstream product

• 1114-34-7 D-lyxose 
• 100-51-6 benzyl alcohol 
• 5328-37-0 L-arabinose 
• 87-72-9 L-arabinofuranose 

Downstream Products

• 103773-81-5 1-O-benzyl-2,3-isopropylidene-L-lyxopyranose 
• 83160-44-5 (3aR,7S,7aR)-7-Allyl-4-benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran 
• 89726-69-2 2-((3aR,7S,7aR)-4-Benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl)-ethanol 
• 97997-35-8 Methanesulfonic acid 2-((3aR,7S,7aR)-4-benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl)-ethyl ester 
• 89726-66-9 Thiocarbonic acid O-((3aR,7S,7aR)-4-benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl) ester O-phenyl ester 
• 89726-70-5 (3aR,7S,7aR)-7-(2-Benzenesulfonyl-ethyl)-4-benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran 
• 89726-71-6 (4R,5S)-2-Benzenesulfonyl-1-((3aR,7S,7aR)-4-benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl)-5-(tert-butyl-dimethyl-silanyloxy)-4-methyl-hexan-3-ol 
• 89726-72-7 Methanesulfonic acid (2S,3S)-1-[1-benzenesulfonyl-2-((3aR,7S,7aR)-4-benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl)-ethyl]-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-butyl ester 
• 92516-82-0 C₄₁H₇₂O₇Si₂ 
• 92516-80-8 C₃₀H₄₈O₇Si 
• 92516-79-5 C₂₅H₃₆O₆ 
• 92516-78-4 C₂₂H₃₀O₆ 
• 71980-98-8 pseudomonic acid C 

Relevant academic research and scientific papers

Total Synthesis of Pseudomonic Acid C

A convergent total synthesis of pseudomonic acid C from L-lyxose is described in which a highly stereoselective free-radical C-C bond construction plays a key role.

Pseudomonic Acid C from L-Lyxose

Full details of the total synthesis of pseudomonic acid C from L-lyxose are described.Key features of the approach involve feee-radical allylation for stereoselective C-C bond formation at C4 of lyxose, Frater alkylation to generate correct stereochemistry at C12 and C13, and stereoselective intramolecular Michael addition to establish the correct stereochemistry of the "anomeric" appendage.