667421-84-3

Upstream product

• 667421-83-2 methyl (2E,5S)-6-tert-butyldiphenylsiloxy-5-triethylsiloxyhex-2-enoate 
• 994-30-9 triethylsilyl chloride 
• 905589-27-7 (3S)-4-(tert-butyldiphenylsilyl)oxy-3-(triethylsilyl)oxy-butyraldehyde 
• 667421-82-1 methyl (3S)-4-tert-butyldiphenylsiloxy-3-triethylsiloxybutanoate 
• 58479-61-1 tert-butylchlorodiphenylsilane 

Downstream Products

• 667421-85-4 {3-[(2S)-3-tert-butyldiphenylsiloxy-2-triethylsiloxypropyl](2S,3R)oxiran-2-yl}-methanol 
• 680227-27-4 (1R,6R,8S)-8-tert-butyldiphenylsiloxymethyl-2,7-dioxabicyclo[4.3.0]nonan-3-one 
• 667421-80-9 methyl (2E)-3-[(2R,3R,5S)-5-tert-butyldiphenylsiloxymethyl-3-hydroxyoxolan-2-yl]prop-2-enoate 
• 680227-28-5 (1R,4S,6R,8S)-8-tert-butyldiphenylsiloxymethyl-4-methyl-2,7-dioxabicyclo[4.3.0]nonan-3-one 
• 680227-26-3 (1R,4R,6R,8S)-8-tert-butyldiphenylsiloxymethyl-4-methyl-2,7-dioxabicyclo[4.3.0]nonan-3-one 
• 667421-81-0 methyl (2E)-3-{3-[(2S)-3-tert-butyldiphenylsiloxy-2-hydroxypropyl](2S,3R)oxiran-2-yl}prop-2-enoate 
• 680227-29-6 (1R,3S,4R,6R,8S)-8-tert-butyldiphenylsiloxymethyl-3-methoxy-4-methyl-3-(prop-2-enyl)-2,7-dioxabicyclo[4.3.0]nonane 
• 680227-30-9 3-{(1R,3S,4R,6R,8S)-8-tert-butyldiphenylsiloxymethyl-3-methoxy-4-methyl-2,7-dioxabicyclo[4.3.0]non-3-yl}-propanal 
• 667421-99-0 methyl (2E)-3-[(2R,3R,5S)-5-tert-butyldiphenylsiloxymethyl-3-tert-butyldimethylsiloxyoxolan-2-yl]prop-2-enoate 
• 680227-42-3 3-[(2S,3aR,5S,6R,7aR)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methoxy-6-methyl-hexahydro-furo[3,2-b]pyran-5-yl]-propan-1-ol 
• 667421-76-3 {(1S,3R,5S,7R,9R,12R)-2,6,15-trioxa-11-thiatetracyclo[7.6.0.0^1,12.0^3,7]pentadec-5-yl}tert-butyldiphenylsiloxymethane 
• 667421-87-6 3-[(2R,3R,5S)-5-tert-butyldiphenylsiloxymethyl-3-tert-butyldimethylsiloxyoxolan-2-yl]propanoic acid 
• 680227-39-8 methyl 3-[(2R,3R,5S)-5-tert-butyldiphenylsiloxymethyl-3-tert-butyldimethylsiloxyoxolan-2-yl]propanoate 
• 667421-98-9 2-[(1R,3S,4R,7R,9R,11S)-11-tert-butyldiphenylsiloxymethyl-3-methoxy-2,10-dioxa-5-thiatricyclo[7.3.0.0^3,7]dodec-4-yl]ethan-1-ol 

Relevant academic research and scientific papers

Synthesis of the BCD ring system of azaspiracid: Construction of the trispiro ring structure by the thioether approach

The synthesis of the BCD ring system of azaspiracid 1 has been attained. Construction of the stereochemistry of the C13 position was successfully controlled by connection between the B ring and the C ring with a sulfur atom.

Synthetic studies on azaspiracid, a novel shellfish poison: Attempts to construct the ABCD ring system

Synthesis of the ABCD ring system of azaspiracid (1) was attempted. Construction of the highly substituted tetrahydrofuran (9) via the Pd(0)-mediated cyclization, followed by spirocyclization afforded trispiro-ring (28), carrying an unnatural ring-junctions. The BCD ring system of I was successfully produced by using the bridge of a sulfur atom between the B and C ring to control the spiroacetal center of the C13 position. The stereostructures were unambiguously determined by the NOE experiments.