1447811-46-2

Upstream product

• 116632-23-6 3-bromo-5-nitro-phenol 
• 1447811-32-6 1-(methoxymethoxy)-3-nitro-5-vinylbenzene 
• 1447811-40-6 (Z)-tert-butyl(5-(3-(methoxymethoxy)-5-nitrophenyl)-2-methylpent-2-enyloxy)dimethylsilane 
• 1447811-34-8 (Z)-5-(3-(methoxymethoxy)-5-nitrophenyl)-2-methylpent-2-en-1-ol 
• 1447811-35-9 (3S,4R,Z)-8-(3-(methoxymethoxy)-5-nitrophenyl)-3,5-dimethylocta-1,5-dien-4-ol 
• 1447811-42-8 1-((5R,6S,Z)-5-(4-methoxybenzyloxy)-4,6-dimethylocta-3,7-dienyl)-3-(methoxymethoxy)-5-nitrobenzene 
• 1447811-43-9 C₂₅H₃₁NO₇ 
• 1447811-44-0 (3E,6S,7S,8R,9Z)-8-(4-methoxybenzyloxy)-12-(3-(methoxymethoxy)-5-nitrophenyl)-7,9-dimethyldodeca-1,3,9-trien-6-ol 
• 1447811-36-0 (R)-(3E,6S,7S,8R,9Z)-8-((4-methoxybenzyl)oxy)-12-(3-(methoxymethoxy)-5-nitrophenyl)-7,9-dimethyldodeca-1,3,9-trien-6-yl 2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)propanoate 
• 80-59-1 Tiglic acid 
• 1447811-39-3 3-nitro-5-vinyl phenol 

Downstream Products

• 1447811-47-3 (R)-(3E,6S,7R,8R,9Z)-8-hydroxy-12-(3-(methoxymethoxy)-5-nitrophenyl)-7,9-dimethyldodeca-1,3,9-trien-6-yl 2-((E)-2-methylbut-2-enamido)propanoate 
• 1447811-48-4 (R)-(3E,6S,7R,8R,9Z)-8-hydroxy-12-(3-((R,E)-3-methoxyhepta-4,6-dienamido)-5-(methoxymethoxy)phenyl)-7,9-dimethyldodeca-1,3,9-trien-6-yl 2-((E)-2-methylbut-2-enamido)propanoate 

Relevant academic research and scientific papers

Total synthesis of (+)-trienomycins A and F via C-C bond-forming hydrogenation and transfer hydrogenation

The triene-containing C17-benzene ansamycins trienomycins A and F were prepared in 16 steps (longest linear sequence, LLS) and 28 total steps. The C11-C13 stereotriad was generated via enantioselective Ru-catalyzed alcohol CH syn crotylation followed by chelation-controlled carbonyl dienylation. Enantioselective Rh-catalyzed acetylene-aldehyde reductive coupling mediated by gaseous H2 was used to form a diene that ultimately was subjected to diene-diene ring closing metathesis to form the macrocycle. The present approach is 14 steps shorter (LLS) than the prior syntheses of trienomycins A and F, and 8 steps shorter than any prior synthesis of a triene-containing C17-benzene ansamycin.