440103-82-2

Upstream product

• 440104-23-4 (2S)-4-(benzenesulfonyl)-2-[(2R,5S)-5-[(1R)-1-[(tert-butyldimethylsilyl)oxy]ethyl]-5-methyloxolan-2-yl]butan-2-ol 
• 27607-77-8 trimethylsilyl trifluoromethanesulfonate 
• 440104-18-7 [2E,6E]-9-benzenesulfonyl-3,7-dimethyl-nona-2,6-dien-1-ol 
• 440104-21-2 [2R,3S,6E]-toluene-4-sulfonic acid-9-benzenesulfonyl-2-(t-butyldimethylsiloxy)-3-hydroxy-3,7-dimethyl-non-6-enyl ester 
• 113299-77-7 [(2R,3R)-2,3-dimethyloxiran-2-yl]methanol 
• 111319-75-6 [(4S,5R)-2,2,4,5-tetramethyl-1,3-dioxolan-4-yl]methanol 
• 117677-38-0 ethyl (E)-3-[(4S,5R)-2,2,4,5-tetramethyl-1,3-dioxolan-4-yl]-2-propenoate 
• 5837-78-5 Ethyl tiglate 
• 123920-42-3 (4S,5R)-4-[(benzyloxy)methyl]-2,2,4,5-tetramethyl-1,3-dioxolane 
• 497-02-9 (E)-2-methyl-2-buten-1-ol 
• 3112-85-4 methylphenylsulfonate 

Downstream Products

• 440104-06-3 [1S,1(2S,5S,2'R,5'S,5'(1R)),2S,3R,4R,5E,8R,10R,14S,16S,18S]-benzoic acid 1-[5'-(1-TBDMS-ethyl)-2,5'-dimethyl-octahydro[2,2']bifuranyl-5-yl-methyl]-20-methoxycarbonyl-2,4,8,10,14,16,18-heptamethyl-11,13-dioxo-3-triisopropylsilyloxy-eicos-5-enyl ester 
• 440103-98-0 (2S,7S,8S,9R,10R)-4-Benzenesulfonyl-2-{(2R,5S)-5-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-methyl-tetrahydro-furan-2-yl}-7-(4-methoxy-benzyloxy)-8,10-dimethyl-9-triisopropylsilanyloxy-2-trimethylsilanyloxy-11-trityloxy-undecan-5-one 
• 440103-99-1 [2S,2(2R,5S,5(1R)),7S,8S,9R,10R]-9-triisopropylsilyloxy-7-(4-methoxy-benzyloxy)-8,10-dimethyl-2-[5-methyl-5-(1-(t-butyldimethylsilyloxy)-ethyl)tetrahydrofuran-2-yl]-2-trimethylsilyloxy-11-trityloxy-undecan-5-one 
• 440104-01-8 [2S,2(2R,5S,5(1R)),5R,7S,8S,9R,10R]-7-benzoyloxy-5-hydroxy-9-triisopropylsilyloxy-8,10-dimethyl-2-[5-methyl-5-(1-(t-butyldimethylsilyloxy)-ethyl)tetrahydrofuran-2-yl]-2-trimethylsilyloxy-11-trityloxy-undecane 
• 440104-04-1 [1S,1(2S,5S,2'R,5'S,5'(1R)),2S,3R,4R,5E,8R,10R]-benzoic acid 1-[5'-(1-t-butyldimethylsilyloxy-ethyl)-2,5'-dimethyl-octahydro-[2,2']bifuranyl-5-yl-methyl]-11-(4-methoxy-benzyloxy)-2,4,8,10-tetramethyl-3-triisopropylsilyloxy-undec-5-enyl ester 
• 440104-25-6 benzoic acid 3-hydroxy-1-[5'-(1-hydroxy-ethyl)-2,5'-dimethyl-octahydro-[2,2']bifuranyl-5-yl-methyl]-20-methoxycarbonyl-2,4,8,10,14,16,18-heptamethyl-11,13-dioxo-eicos-5-enyl ester 
• 440104-00-7 [2S,2(2R,5S,5(1R)),7S,8S,9R,10R]-7-hydroxy-9-triisopropylsilyloxy-8,10-dimethyl-2-[5-methyl-5-(1-(t-butyldimethylsilyloxy)-ethyl)tetrahydrofuran-2-yl]-2-trimethylsilyloxy-11-trityloxy-undecan-5-one 
• 440104-02-9 [1S,1(2S,5S,2'R,5'S,5'(1R)),2S,3R,4R]-benzoic acid 1-[2,5'-dimethyl-5'-(1-t-butyldimethylsilyloxy-ethyl)-octahydro-[2,2']bifuranyl-5-ylmethyl]-2,4-dimethyl-3-triisopropylsilyloxy-5-trityloxy-pentyl ester 
• 440104-05-2 [1S,1(2S,5S,2'R,5'S,5'(1R)),2S,3R,4R,5E,8R,10R]-benzoic acid 1-[5'-(1-t-butyldimethylsilyloxy-ethyl)-2,5'-dimethyl-octahydro-[2,2']bifuranyl-5-yl-methyl]-11-hydroxy-2,4,8,10-tetramethyl-3-triisopropylsilyloxy-undec-5-enyl ester 
• 1027419-70-0 Benzoic acid (E)-(1S,2S,3R,4R,8R,10R)-1-{(2S,5S,2'R,5'S)-5'-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2,5'-dimethyl-octahydro-[2,2']bifuranyl-5-ylmethyl}-2,4,8,10-tetramethyl-11-oxo-3-triisopropylsilanyloxy-undec-5-enyl ester 
• 440104-24-5 [1S,1(2S,5S,2'R,5'S,5'(1R)),2S,3R,4R]-benzoic acid 1-[2,5'-dimethyl-5'-(1-t-butyldimethylsilyloxy-ethyl)-octahydro-[2,2']bifuranyl-5-ylmethyl]-5-hydroxy-2,4-dimethyl-3-triisopropylsilyloxy-pentyl ester 
• 440104-03-0 benzoic acid 1-[2,5'-dimethyl-5'-(1-t-butyldimetylsilyloxy-ethyl)-octahydro-[2,2']bifuranyl-5-ylmethyl]-2,4-dimethyl-5-oxo-3-triisopropylsilyloxy-pentyl ester 
• 56092-81-0 ionomycin 
• 440103-97-9 (2S,7S,8S,9R,10R)-4-Benzenesulfonyl-2-{(2R,5S)-5-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-methyl-tetrahydro-furan-2-yl}-7-(4-methoxy-benzyloxy)-8,10-dimethyl-9-triisopropylsilanyloxy-2-trimethylsilanyloxy-11-trityloxy-undecan-5-ol 

Relevant academic research and scientific papers

Studies directed towards the total synthesis of polyether antibiotic ionomycin: Asymmetric synthesis of fragments C(24)-C(32) and C(1)-C(23)

A convergent and stereoselective approach for the synthesis of C1-C23 and C24-C32 segments of polyether antibiotic, ionomycin has been achieved. The key steps involved in this approach are the elaboration of two advanced fragments from a common precursor

Total Synthesis of Ionomycin Using Ring-Opening Strategies

(Matrix Presented) The total synthesis of the polyether antibiotic ionomycin, a calcium ionophore, is described. The synthesis demonstrates the utility of ring-opening methodologies as applied to the synthesis of polypropionate and deoxypolypropionate subunits, which are found in two of the four fragments in the synthesis.