64432-03-7

Basic information

• Product Name: Benzene, 1,3-dimethoxy-5-methyl-2-(3,7,11-trimethyl-2,6,10-dodecatrienyl)-, (E,E)-
• CAS NO: 64432-03-7
• Molecular Formula: C24H36O2
• Molecular Weight: 356.549
• Mol File: 64432-03-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Benzene, 1,3-dimethoxy-5-methyl-2-(3,7,11-trimethyl-2,6,10-dodecatrienyl)-, (E,E)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1,3-dimethoxy-5-methyl-2-(3,7,11-trimethyl-2,6,10-dodecatrienyl)-, (E,E)-(64432-03-7)
• EPA Substance Registry System: Benzene, 1,3-dimethoxy-5-methyl-2-(3,7,11-trimethyl-2,6,10-dodecatrienyl)-, (E,E)-(64432-03-7)

Safety Data

• Hazardous Substances Data: 64432-03-7(Hazardous Substances Data)

Upstream product

• 186581-53-3 diazomethane 
• 6903-07-7 grifolin 
• 24163-93-7 farnesyl bromide 
• 4179-19-5 1,3-dimethoxy-5-methylbenzene 
• 4128-17-0 (2E,6E)-farnesyl acetate 

Downstream Products

• 64432-04-8 3-methoxy-5-methyl-2-<(2E,6E)-3,7,11-trimethyl-2,6,10-dodecatrienyl>phenol 

Relevant articles and documents

2-Prenylated m-dimethoxybenzenes as potent inhibitors of 15-lipo-oxygenase: inhibitory mechanism and SAR studies

15-lipo-oxygenases are one of the iron-containing proteins capable of performing peroxidation of unsaturated fatty acids in animals and plants. The critical role of enzymes in the formation of inflammations, sensitivities, and some cancers has been demonstrated in mammals. The importance of enzymes has led to the development of mechanistic studies, product analysis, and synthesis of inhibitors. In this study, a series of allyl and prenyl dimethoxybenzenes were synthesized and their inhibitory potency against soybean 15-Lipo-oxygenase (L1; EC 1,13,11,12) was determined. Among the synthetic compounds, 2,6-dimethoxy-1-isopentenyl-4-methylbenzene, 2,6-dimethoxy-1-geranyl-4-methylbenzene, and 2,6-dimethoxy-1-farnesyl-4-methylbenzene showed the most potent inhibitory activity with IC50 values of 7.6, 5.3, and 0.52?μm, respectively. For some of the compounds, SAR studies showed acceptable relationship between inhibitory potency and enzyme–ligand interactions. Radical scavenging assessment results apart from the SAR studies indicate that electronic properties are the major factors for lipo-oxygenase inhibition potency of the mentioned compounds. Based on the theoretical studies, it was suggested that CH…O intramolecular hydrogen bond between ortho-methoxy oxygen and methine hydrogen atoms is one of the major factors in the stability of 2,6-dimethoxyallyl(or prenyl)benzenes radical via the planarity fixation between phenyl and allyl (or prenyl) pi orbitals.

Palladium-Catalyzed Coupling of Allylic Acetates with Aryl- and Vinylstannanes

The palladium-catalyzed reaction of allyl acetates with aryl- and vinyltin reagents gave good yields of cross-coupled products.The reaction was mild and tolerant of functionality (CO2R, OH, OSiR3, OMe) in the tin reagent.Inversion of stereochemistry at the acetate center was observed, with retention of the geometry of the olefin of the allyl group and with exclusive coupling at the primary position.Retention of geometry of the olefin in the vinyltin reagents was also observed.