323195-82-0

Basic information

• Product Name: Ethyl (2E)-3-(2-methoxy-4-methylphenyl)but-2-enoate
• Synonyms: Ethyl (2E)-3-(2-methoxy-4-methylphenyl)but-2-enoate
• CAS NO: 323195-82-0
• Molecular Weight: 234.295
• Mol File: 323195-82-0.mol

Chemical Properties

• CAS DataBase Reference: Ethyl (2E)-3-(2-methoxy-4-methylphenyl)but-2-enoate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl (2E)-3-(2-methoxy-4-methylphenyl)but-2-enoate(323195-82-0)
• EPA Substance Registry System: Ethyl (2E)-3-(2-methoxy-4-methylphenyl)but-2-enoate(323195-82-0)

Safety Data

• Hazardous Substances Data: 323195-82-0(Hazardous Substances Data)

Upstream product

• 311-46-6 ethyl 2-(dimethoxyphosphoryl)acetate 
• 35633-35-3 2-methoxy-4-methylacetophenone 
• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 6921-64-8 4'-hydroxy-2'-methylacetophenone 

Downstream Products

• 246037-79-6 (S)-3-(2-methoxy-4-methylphenyl)butanoic acid 
• 1195504-74-5 (E)-3-(2-methoxy-4-methylphenyl)but-2-enoic acid 
• 175735-91-8 [4-(2-Methoxy-4-methyl-phenyl)-2-oxo-pentyl]-phosphonic acid dimethyl ester 
• 67895-75-4 (+/-)-parahigginone methyl ether 
• 323195-81-9 (2E)-3-(2-Methoxy-4-methylphenyl)but-2-enal 
• 70878-71-6 (S)-curcuphenol 
• 1001912-82-8 (S)-3-(2-methoxy-4-methylphenyl)butyl 4-methyl-1-benzenesulfonate 
• 217301-18-3 (S)-(+)-Curcuphenol methyl ether 
• 323195-86-4 (3S)-3-(2-Methoxy-4-methylphenyl)butyl iodide 
• 217301-15-0 (3S)-3-(2-Methoxy-4-methylphenyl)butan-2-ol 
• 71841-56-0 ethyl 3-(2-methoxy-4-methylphenyl)butanoate 

Relevant articles and documents

Diastereoselective hydrogenation of α,β-unsaturated but-2-enamides to access the chiral 3-(p-tolyl) butanoic acids

An alternative methodology for the synthesis of chiral 3-(p-tolyl) butanoic acids is presented. This was accomplished through the diastereoselective hydrogenation reaction of different chiral N-3-(p-tolyl) but-2-enamides, using Pd/C in EtOH, to produce the corresponding chiral N-3-(p-tolyl) butanamides with high chemical yields and moderate diastereomeric ratios. Removal of the chiral auxiliary from N-3-(p-tolyl) butanamides gave the respective enantiomerically pure acids.

Enantioselective synthesis of (R)- and (S)-curcumene and curcuphenol: an efficient chemoenzymatic route

An efficient enantioselective synthesis of curcumene and curcuphenol is described. The key intermediates, substituted butanoates 7a and 7b and their acids 8a and 8b are obtained in high enantiopurity (>99% ee) by a lipase-catalyzed kinetic resolution proc

Baker's yeast-mediated enantioselective synthesis of the bisabolane sesquiterpenes (+)-curcuphenol, (+)-xanthorrhizol, (-)-curcuquinone and (+)-curcuhydroquinone

Fermenting baker's yeast converts the unsaturated aldehydes 5a-c into the saturated alcohols 6a-c, respectively. The microbial saturation of substrates adsorbed on a nonpolar resin proceeds in high chemical yields and shows complete enantioselectivity in the formation of the (S)-(+) isomers. Enantiopure 6a-c are versatile chiral building blocks for the synthesis of bisabolane sesquiterpenes. Their usefulness is shown in the preparation of (S)-(+)-curcuphenol, (S)-(+)-xanthorrhizol, (S)-(-)-curcuquinone and (S)-(+)-curcuhydroquinone. The Royal Society of Chemistry 2000.

Synthesis of (±)-2-methyl-(2'-hydroxy-4'-methylphenyl)-2-hepten-4-one (Turmeronol B)

The first total synthesis of the racemic compound is described. 2-Hydroxy-4-methylacetophenone was used as starting material and transformed into the target molecule in 6 steps. The synthetic Turmeronol B displays spectral properties identical to those reported for the natural compound leading to the confirmation of the proposed structure.