849024-40-4

Basic information

• Product Name: 2(5H)-Furanone, 3-(4-methoxybenzoyl)-4-(4-methoxyphenyl)-
• CAS NO: 849024-40-4
• Molecular Formula: C19H16O5
• Molecular Weight: 324.333
• Mol File: 849024-40-4.mol

Chemical Properties

• CAS DataBase Reference: 2(5H)-Furanone, 3-(4-methoxybenzoyl)-4-(4-methoxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2(5H)-Furanone, 3-(4-methoxybenzoyl)-4-(4-methoxyphenyl)-(849024-40-4)
• EPA Substance Registry System: 2(5H)-Furanone, 3-(4-methoxybenzoyl)-4-(4-methoxyphenyl)-(849024-40-4)

Safety Data

• Hazardous Substances Data: 849024-40-4(Hazardous Substances Data)

Upstream product

• 849024-39-1 3-[hydroxy-(4-methoxy-phenyl)-methyl]-4-(4-methoxy-phenyl)-5H-furan-2-one 
• 123-11-5 4-methoxy-benzaldehyde 
• 65418-71-5 1,3-bis-(4-methoxyphenyl)-2-ethynyl-1-one 
• 849024-38-0 4-bromo-3-[hydroxy-(4-methoxy-phenyl)-methyl]-5H-furan-2-one 
• 2632-13-5 2-Bromo-4'-methoxyacetophenone 
• 52898-49-4 4,N-dimethoxy-N-methylbenzamide 
• 100-07-2 4-methoxy-benzoyl chloride 
• 100-09-4 4-methoxybenzoic acid 
• 4136-21-4 p-methoxybenzoylmethanol 
• 87769-44-6 6-(4-methoxyphenyl)-2,2-dimethyl-4H-1,3-dioxin-4-one 
• 54441-74-6 tert-butyl 3-(4-methoxyphenyl)-3-oxopropanoate 

Downstream Products

• 849024-42-6 (Z)-3-(4-hydroxybenzoyl)-5-(4-hydroxybenzylidene)-4-(4-hydroxyphenyl)furan-2(5H)-one 
• 849024-41-5 (5Z)-3-(4-methoxybenzoyl)-5-(4-methoxybenzylidene)-4-(4-methoxyphenyl)furan-2(5H)-one 

Relevant articles and documents

Step-Economical Synthesis of the Marine Ascidian Antibiotics Cadiolide A, B, and D

A concise, modular and efficient synthesis of the title natural products is reported. Prominent steps include (i) one-pot assembly of a key β-aryl-α-benzoylbutenolide building block by regiocontrolled "click-unclick" oxazole-ynone Diels-Alder cycloaddition/cycloreversion and ensuing 2-alkoxyfuran hydrolysis and (ii) a protecting group-free vinylogous Knoevenagel condensation enabling rapid access to cadiolides A, B, and D from a common precursor.

Versatile synthesis of acylfuranones by reaction of acylketenes with α-hydroxy ketones: Application to the one-step multicomponent synthesis of cadiolide B and its analogues

Functionalized acylfuranones have been prepared in a one-step procedure by thermal fragmentation of the corresponding dioxinones in the presence of hydroxy ketones in basic conditions. Multicomponent reactions also occur on addition of an aldehyde as a third reaction partner resulting in an expeditious access to cadiolide B and its analogues. A new method for the synthesis of acylfuranones is described based on the fragmentation of dioxinones to acylketenes followed by trapping with hydroxy ketones. Addition of an aldehyde as a third reaction partner leads to a supplementary aldolization/crotonization sequence resulting in an expeditious synthesis of cadiolide B and its analogues. Copyright

Short and efficient synthesis of cadiolide B

The first synthesis of cadiolide B has been achieved in 6 steps and 42% overall yield from 4-bromo-2(5H)-furanone. The pathway involves sequential, regiocontrolled introduction of the three furanone substituents by means of aldol reactions and Suzuki cros