80183-16-0

Upstream product

• 688317-98-8 trans-carbonic acid methyl ester pent-2-enyl ester 
• 6213-88-3 (E)-methyl 3-iodoacrylate 
• 1448461-15-1 tert-butyl{[(2E,4E,6S)-6-ethylocta-2,4,7-trien-1-yl]oxy}diphenylsilane 
• 1448461-10-6 5-{[(2S)-2-ethylbut-3-en-1-yl]sulfonyl}-1-phenyl-1H-tetrazole 
• 131380-48-8 (E)-4-(t-butyldiphenylsilyl)oxy-2-butenal 
• 21204-67-1 methyl (triphenylphosphoranylidene)acetate 
• 80109-46-2 (S)-5-(tert-butyldimethylsiloxy)-2-ethylvaleraldehyde 
• 86120-40-3 4-(dimethoxyphosphoryl)but-2-enoic acid methyl ester 
• 58479-61-1 tert-butylchlorodiphenylsilane 

Downstream Products

• 80109-53-1 tert-butyl<<(1S,3aR,4S,5R,7aS)-1-ethyl-3a,4,5,7a-tetrahydro-5-<(phenylsulfonyl)methyl>-4-indanyl>methoxy>dimethylsilane 
• 95532-27-7 (1S,3aR,4S,5R,7aS)-1-ethyl-3a,4,5,7a-tetrahydro-5-<(phenylsulfonyl)methyl>-4-indanmethanol 
• 95532-30-2 methyl (1S,3aR,4S,5R,7aS)-1-ethyl-3a,4,5,7a-tetrahydro-5-<(phenylthio)methyl>-4-indancarboxylate 
• 80109-52-0 (1S,3aR,4S,5R,7aS)-1-ethyl-3a,4,5,7a-tetrahydro-5-<(phenylthio)methyl>-4-indanmethanol 
• 80109-54-2 (R)-2-((2R,5S,6R)-6-{(E)-4-Benzenesulfonyl-4-[(1S,3aR,4S,5R,7aS)-4-(tert-butyl-dimethyl-silanyloxymethyl)-1-ethyl-2,3,3a,4,5,7a-hexahydro-1H-inden-5-yl]-1-ethyl-but-1-enyl}-5-methyl-tetrahydro-pyran-2-yl)-propionic acid methyl ester 
• 95671-28-6 (1S,3aR,4S,5R,7aS)-1-ethyl-3a,4,5,7a-tetrahydro-5-<(phenylthio)methyl>-4-indancarboxylic acid 
• 76566-90-0 methyl (1S,3aR,4S,5R,7aS)-5-(tert-butyldiphenylsiloxy)-1-ethyl-3a,4,5,7a-teterahydro-4-indancarboxylate 
• 95532-25-5 (1S,3aS,4S,5R,7aS)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-1-ethyl-2,3,3a,4,5,7a-hexahydro-1H-indene-4-carboxylic acid methyl ester 

Relevant academic research and scientific papers

Syntheses of the hexahydroindene cores of indanomycin and stawamycin by combinations of iridium-catalyzed asymmetric allylic alkylations and intramolecular diels-alder reactions

Short and concise syntheses of the hexahydroindene cores of the antibiotics indanomycin (X-14547 A) and stawamycin are presented. Key methods used are an asymmetric iridium-catalyzed allylic alkylation, a modified Julia olefination, a Suzuki-Miyaura coupling, and an intramolecular Diels-Alder reaction.

Total Synthesis of Ionophore Antibiotic X-14547A

A highly stereocontrolled and convergent total synthesis of optically active ionophore antibiotic X-14547A (1) was designed and carried out.Degradative reactions led to the key intermediates 3 and 6, which served as convenient comparison stages.The tetrah