131507-74-9

Upstream product

• 882-33-7 diphenyldisulfane 
• 103576-53-0 methyl 30-O-acetyltetronasin 
• 155300-12-2 Tetrahydro-5-(1'-methoxyethyl)-3-methyl-2-(1''-methylprop-2''-enyl)furan 
• 148704-85-2 (1S,1''S,2'R,4'S,5'R)-[Tetrahydro-4'-methyl-5'-(1''-methylprop-2''-enyl)furan-2'-yl]ethanol 
• 103576-55-2 (1''S,2R,2'R,3'S,5'R)-2-[Tetrahydro-5'-(1''-methoxyethyl)-3'-methylfuran-2'-yl]propanal 
• 130258-65-0 Methanesulfonic acid (1R,3S)-1-[(S)-1-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-methyl-4-oxo-butyl ester 
• 131541-28-1 (2R,3S,5R)-5-((S)-1-Methoxy-ethyl)-3-methyl-2-((R)-1-methyl-2-phenylsulfanyl-ethyl)-tetrahydro-furan 
• 131507-83-0 (2R,3S,5R)-2-((R)-2,2-Dimethoxy-1-methyl-ethyl)-5-((S)-1-methoxy-ethyl)-3-methyl-tetrahydro-furan 

Downstream Products

• 149298-89-5 tetronasin sodium salt 
• 149298-90-8 (S)-2-{(1S,2S,6R)-2-[(E)-3-(tert-Butyl-dimethyl-silanyloxy)-2-((2R,3R,6S)-6-{(E)-(S)-3-[(2R,3S,5R)-5-((S)-1-methoxy-ethyl)-3-methyl-tetrahydro-furan-2-yl]-but-1-enyl}-3-methyl-tetrahydro-pyran-2-yl)-propenyl]-6-methyl-cyclohexyl}-propionaldehyde 
• 149298-91-9 C₄₂H₇₂O₉Si 
• 149298-92-0 (E)-3-[(1S,2S,3R)-2-((S)-Cyano-methyl-methyl)-3-methyl-cyclohexyl]-2-((2R,3R,6S)-6-{(E)-(S)-3-[(2R,3S,5R)-5-((S)-1-methoxy-ethyl)-3-methyl-tetrahydro-furan-2-yl]-but-1-enyl}-3-methyl-tetrahydro-pyran-2-yl)-acrylic acid methyl ester 
• 151378-51-7 (Z)-3-[(1S,2S,3R)-2-((S)-Cyano-methyl-methyl)-3-methyl-cyclohexyl]-2-((2R,3R,6S)-6-{(E)-(S)-3-[(2R,3S,5R)-5-((S)-1-methoxy-ethyl)-3-methyl-tetrahydro-furan-2-yl]-but-1-enyl}-3-methyl-tetrahydro-pyran-2-yl)-acrylic acid methyl ester 
• 131507-76-1 2-(tert-Butyl-diphenyl-silanyloxy)-1-((2R,3R,6S)-6-{(E)-(S)-3-[(2R,3S,5R)-5-((S)-1-methoxy-ethyl)-3-methyl-tetrahydro-furan-2-yl]-but-1-enyl}-3-methyl-tetrahydro-pyran-2-yl)-ethanone 

Relevant academic research and scientific papers

The first total synthesis of tetronasin (M139603)

Total synthesis tetronasin (1), a tetronic acid polyether ionophore antibiotic, is reported in which the γ-unsubstituted α-acyltetronic acid structure is constructed by cyclization of a β-keto ester derivative 18 derived from tricyclic aldehyde intermediate 17 by reaction with methyl (diazoacetoxy)acetate in the presence of zirconium tetrachloride.

Synthesis of the C12-C26 fragment of the acyltetronic acid ionophore antibiotic tetronasin (ici 139603)

Preparation of a central tetrahydropyran portion (2) of the antibiotic tetronasin (1) was achieved using an all-in-one epoxidation / cyclization modification of the Sharpless reaction. Further manipulation and coupling reactions afforded the C12-C26 fragm