51920-75-3

Basic information

• Product Name: N-[2-(3,4-dimethoxy-phenyl)-1-methyl-ethyl]-acetamide
• CAS NO: 51920-75-3
• Molecular Weight: 237.299
• Mol File: 51920-75-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N-[2-(3,4-dimethoxy-phenyl)-1-methyl-ethyl]-acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-[2-(3,4-dimethoxy-phenyl)-1-methyl-ethyl]-acetamide(51920-75-3)
• EPA Substance Registry System: N-[2-(3,4-dimethoxy-phenyl)-1-methyl-ethyl]-acetamide(51920-75-3)

Safety Data

• Hazardous Substances Data: 51920-75-3(Hazardous Substances Data)

Upstream product

• 97-53-0 4-allylguaiacol 
• 87095-02-1 2-nitro-1-(3,4-dimethoxyphenyl)propane 
• 122-47-4 3,4-dimethoxy-β-methyl-β-nitrostyrene 
• 6379-72-2 1,2-dimethoxy-4-(E)-propenylbenzene 
• 120-26-3 2-(3,4-dimethoxyphenyl)-1-methylethylamine 
• 108-24-7 acetic anhydride 

Relevant articles and documents

Stereoselective Synthesis of 1-Arylpropan-2-amines from Allylbenzenes through a Wacker-Tsuji Oxidation-Biotransamination Sequential Process

Herein, a sequential and selective chemoenzymatic approach is described involving the metal-catalysed Wacker-Tsuji oxidation of allylbenzenes followed by the amine transaminase-catalysed biotransamination of the resulting 1-arylpropan-2-ones. Thus, a series of nine optically active 1-arylpropan-2-amines were obtained with good to very high conversions (74–92%) and excellent selectivities (>99% enantiomeric excess) in aqueous medium. The Wacker-Tsuji reaction has been exhaustively optimised searching for compatible conditions with the biotransamination experiments, using palladium(II) complexes as catalysts and iron(III) salts as terminal oxidants in aqueous media. The compatibility of palladium/iron systems for the chemical oxidation with commercially available and made in house amine transaminases was analysed, finding ideal conditions for the development of a general and stereoselective cascade sequence. Depending on the selectivity displayed by selected amine transaminase, it was possible to produce both 1-arylpropan-2-amines enantiomers under mild reaction conditions, compounds that present therapeutic properties or can be employed as synthetic intermediates of chiral drugs from the amphetamine family. (Figure presented.).

Reaction of a Possible Iminoketene Precursor with 6,7-Dialkoxy-1,3-dialkyl-3,4-dihydroisoquinolines

Reaction of 6,7-dialkoxy-1-alkyl-3,4-dihydro-3-methylisoquinolines (10 - 12) with sulphinamide anhydride (13) yields 2,3-dialkoxy-5,6,7,8-tetrahydro-6-methyl-8-oxoisoquinolinoquinazolines (14 and 19) and 2,3-dialkoxy-13a-alkyl-5,6,7,8,13,13a-hexahydro-6-methyl-8-oxoisoquinolinoquinazolines (15 - 17 and 20).Of the two possible geometrical isomers of the latter class of compounds, the cis-isomer predominates and the trans-isomer is found to be labile towards aerial oxidation.No evidence for the generation of iminoketene (21) is obtained in the reaction of sulphinamide anhydride (13) with various 3,4-dihydroisoquinoline derivatives.