185249-91-6

Basic information

• Product Name: Benzene, 5-[2-(3,4-dimethoxyphenyl)ethenyl]-1,2,3-trimethoxy-, (E)-
• CAS NO: 185249-91-6
• Molecular Formula: C19H22O5
• Molecular Weight: 330.381
• Mol File: 185249-91-6.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Benzene, 5-[2-(3,4-dimethoxyphenyl)ethenyl]-1,2,3-trimethoxy-, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 5-[2-(3,4-dimethoxyphenyl)ethenyl]-1,2,3-trimethoxy-, (E)-(185249-91-6)
• EPA Substance Registry System: Benzene, 5-[2-(3,4-dimethoxyphenyl)ethenyl]-1,2,3-trimethoxy-, (E)-(185249-91-6)

Safety Data

• Hazardous Substances Data: 185249-91-6(Hazardous Substances Data)

Upstream product

• 158782-26-4 1-(3,4-dimethoxyphenyl)-2-(3,4,5-trimethoxyphenyl)ethanol 
• 3840-31-1 (3,4,5-trimethoxyphenyl)methanol 
• 1010733-56-8 1-(3,4-dimethoxyphenyl)-2-(3,4,5-trimethoxyphenyl)acetylene 
• 93-15-2 1,2-dimethoxy-4-(2-propenyl)benzene 
• 25245-29-8 5-iodo-1,2,3-trimethoxybenzene 
• 1618099-49-2 (E)-2-(3,4-dimethoxystyryl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 3840-30-0 5-(chloromethyl)-1,2,3-trimethoxybenzene 
• 61040-77-5 trimethyl(3,4,5-trimethoxybenzyloxy)silane 

Downstream Products

• 108853-09-4 3,3',4,4',5-pentamethoxybibenzyl 
• 637776-81-9 5-[(1E)-2-(3,4-dihydroxyphenyl)vinyl]benzene-1,2,3-triol 

Relevant articles and documents

Active Ruthenium (0) Nanoparticles Catalyzed Wittig-Type Olefination Reaction

Abstract: Five different Ru metal precursors were reduced in imidazolium based ionic liquids under hydrogen atmosphere (4?bar) at 50 °C to obtain well-dispersed and stable Ru nanoparticles. Transmission electron microscopy (TEM) analysis confirmed size of well dispersed ionic liquid mediated Ru particles (Ru NPs) of 5?nm (±0.5) in diameter. These ruthenium nanoparticles (in ionic liquids) were used for Wittig type olefination reaction under mild reaction environment (70 °C and 1?h). The corresponding stilbenes were obtained in good yield with low-average selectivity. The proposed methodology is especially efficient for the synthesis of stilbenes as they were synthesized in the absence of any additive (as a hydrogen acceptor). The new catalytic system was also successfully applied for the synthesis of polymethoxylated and polyhydroxylated stilbenes, including resveratrol and DMU-212. Graphical Abstract: [Figure not available: see fulltext.]

Wittig-type olefination of alcohols promoted by nickel nanoparticles: Synthesis of polymethoxylated and polyhydroxylated stilbenes

Nickel nanoparticles were found to promote the Wittig-type olefination of primary alcohols with phosphorus ylides. The latter can be prepared from the corresponding phosphonium salts with TiBuLi or in situ generated with lithium metal. The methodology is especially efficient for the synthesis of stilbenes and is applied in the absence of any additive as a hydrogen acceptor. A new approach, to the synthesis of polymethoxylated and polyhydroxylated stilbenes, including resveratrol, DMU-212 and analogues, is presented.

One-pot hydrosilylation-protodesilylation of functionalized diarylalkynes: a highly selective access to Z-stilbenes. Application to the synthesis of combretastatin A-4

An efficient stereoselective synthesis of Z-stilbenes has been developed from diarylalkynes via a new hydrosilylation-protodesilylation process. The scope and limitation of this method is presented to stereoselectively prepare a wide range of (Z)-stilbenes in a one-pot way is presented. A concise application to the preparation of combretastatin A-4 (CA-4), a vascular targeting agent inhibitor of tubulin polymerisation is described.