200704-73-0

Basic information

• Product Name: 5-(3'-methoxyphenyl)-3-methyl-(3E)-pentenal dimethylacetal
• Synonyms: 5-(3'-methoxyphenyl)-3-methyl-(3E)-pentenal dimethylacetal
• CAS NO: 200704-73-0
• Molecular Weight: 250.338
• Mol File: 200704-73-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 5-(3'-methoxyphenyl)-3-methyl-(3E)-pentenal dimethylacetal(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(3'-methoxyphenyl)-3-methyl-(3E)-pentenal dimethylacetal(200704-73-0)
• EPA Substance Registry System: 5-(3'-methoxyphenyl)-3-methyl-(3E)-pentenal dimethylacetal(200704-73-0)

Safety Data

• Hazardous Substances Data: 200704-73-0(Hazardous Substances Data)

Upstream product

• 122439-11-6 tributyl(3-methoxyphenyl)stannane 

Downstream Products

• 200704-80-9 Benzoic acid (3E,7E)-(5R,6R)-2-benzenesulfonyl-6-methoxy-1-[(E)-4-(3-methoxy-phenyl)-2-methyl-but-2-enyl]-3,5,7-trimethyl-nona-3,7-dienyl ester 
• 200704-78-5 (2E,7E,11E)-(9R,10R)-6-Benzenesulfonyl-10-methoxy-1-(3-methoxy-phenyl)-3,7,9,11-tetramethyl-trideca-2,7,11-trien-5-ol 
• 200704-75-2 5-(3'-methoxyphenyl)-3-methyl-(3E)-pentenal 

Relevant articles and documents

Synthetic study of piericidins. II. Synthesis of piericidin analogues

Two piericidin analogues having a simple aromatic ring were synthesized based on a palladium-catalyzed cross-coupling reaction and the reaction of sulfone and aldehyde by the Julia coupling procedure. The reaction of 3-methoxyphenyl-tri-n-butyltin (8) and a mixture of allylic chlorides ((E)-9 and (Z)-10) in the presence of tetrakis(triphenylphosphine) palladium(0) afforded a mixture of 5- arylacetals (E)-11 and (Z)-12. The coupling reaction of the non-conjugated aldehyde (E)-13 or (Z)-14 prepared from the 5-arylacetal (E)-11 or (Z)-12 and the sulfone 4 provided (2E)-19 or (2Z)-20. Benzoylation of (2E)-19 or (2Z)-20 followed by reductive olefin-formation with sodium amalgam gave the piericidin analogue (2E)-1 or (2Z)-2. Analogue (2E)-1 has the same side chain as natural piericidin and analogue 2 is the (2Z)-isomer of analogue 1 at the side chain.