1306616-01-2

Basic information

• Product Name: (2Z,4E)-6-ethoxy-6-(4-methoxyphenyl)-3-methylhexa-2,4-dienal
• CAS NO: 1306616-01-2
• Molecular Weight: 260.333
• Mol File: 1306616-01-2.mol

Chemical Properties

• CAS DataBase Reference: (2Z,4E)-6-ethoxy-6-(4-methoxyphenyl)-3-methylhexa-2,4-dienal(CAS DataBase Reference)
• NIST Chemistry Reference: (2Z,4E)-6-ethoxy-6-(4-methoxyphenyl)-3-methylhexa-2,4-dienal(1306616-01-2)
• EPA Substance Registry System: (2Z,4E)-6-ethoxy-6-(4-methoxyphenyl)-3-methylhexa-2,4-dienal(1306616-01-2)

Safety Data

• Hazardous Substances Data: 1306616-01-2(Hazardous Substances Data)

Upstream product

• 64-17-5 ethanol 
• 1306615-98-4 (3Z,5E)-6-(4-methoxyphenyl)-3-methylhexa-3,5-dienal 
• 1306615-78-0 (2E,4E)-2-[2-(4-methoxybenzyloxy)ethyl]-5-(4-methoxyphenyl)penta-2,4-dien-1-al 
• 1306615-79-1 (2E,4E)-2-(2-tert-butyldimethylsilyloxyethyl)-5-(4-methoxyphenyl)penta-2,4-dien-1-ol 
• 1306615-84-8 (1E,3Z)-6-(4-methoxybenzyloxy)-1-(4-methoxyphenyl)-4-methylhexa-1,3-diene 
• 1306615-82-6 (1E,3Z)-6-tert-butyldimethylsilyloxy-4-methyl-1-(4-methoxyphenyl)hexa-1,3-diene 
• 1306615-81-5 (2E,4E)-2-[2-(4-methoxybenzyloxy)ethyl]-5-(4-methoxyphenyl)penta-2,4-dien-1-ol 
• 1257303-45-9 (3Z,5E)-6-(4-methoxyphenyl)-3-methylhexa-3,5-dien-1-ol 
• 1227391-18-5 (E,E)-2-[2-(tert-butyldimethylsilyloxy)ethyl]-5-(4-methoxy-phenyl)penta-2,4-dien-1-al 

Relevant articles and documents

Formal synthesis of strobilurins A and X

Known synthetic precursors of strobilurins A and X, i.e., methyl (3Z,5E)-6-aryl-3-methylhexa-3,5-dienoates (aryl is phenyl, 4-methoxyphenyl), were synthesized by highly stereospecific reactions from 2-(2-tert- butyldimethylsilyloxyethyl)- and 2-[2-(4-methoxybenzyloxy)-ethyl]-5-arylpenta- 2E,4E-dien-1-ols. These dienols were efficiently dehydroxylated to (1E,3Z)-4-methyl-6-(4-methoxybenzyloxy)hexa-1,3-dienylarenes with their subsequent demethoxyben-zylation to (3Z,5E)-6-aryl-3-methylhexa-3,5-dien-1-ols. The latter through the step of corresponding aryldienals and aryldienoic acids were transformed to the target methyl (3Z,5E)-6-aryl-3-methylhexa-3,5-dienoates, which completes a formal synthesis of strobilurins A and X. Configuration of the C=C bonds of the conjugated aryldiene system is preserved in the considered transformations by 95-97%.