73083-01-9

Basic information

• Product Name: 2(1H)-Isoquinolinecarboxylic acid, 3,4-dihydro-6,7-dimethoxy-1-phenyl-, ethyl ester
• CAS NO: 73083-01-9
• Molecular Formula: C20H23NO4
• Molecular Weight: 341.407
• Mol File: 73083-01-9.mol

Chemical Properties

• CAS DataBase Reference: 2(1H)-Isoquinolinecarboxylic acid, 3,4-dihydro-6,7-dimethoxy-1-phenyl-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2(1H)-Isoquinolinecarboxylic acid, 3,4-dihydro-6,7-dimethoxy-1-phenyl-, ethyl ester(73083-01-9)
• EPA Substance Registry System: 2(1H)-Isoquinolinecarboxylic acid, 3,4-dihydro-6,7-dimethoxy-1-phenyl-, ethyl ester(73083-01-9)

Safety Data

• Hazardous Substances Data: 73083-01-9(Hazardous Substances Data)

Upstream product

• 120-20-7 2-(3,4-dimethoxyphenyl)-ethylamine 
• 17889-63-3 N-<2-(3,4-Dimethoxyphenyl)ethyl>carbamidsaeureethylester 
• 100-52-7 benzaldehyde 
• 1333162-63-2 ethyl 2-(hydroxy(phenyl)methyl)-4,5-dimethoxyphenethylcarbamate 
• 1333162-51-8 ethyl 2-benzoyl-4,5-dimethoxyphenethylcarbamate 

Relevant articles and documents

A variation of the Pictet-Spengler reaction via a sequential reduction-cyclization reaction of N-acylcarbamates: synthesis of 1-substituted tetrahydroisoquinoline derivatives

A new variation of the Pictet-Spengler reaction for the synthesis of 1-substituted tetrahydroisoquinoline derivatives has been developed. The reaction employs the reduction of N-acylcarbamates by DIBAL-H followed by simultaneous cyclization mediated by BF3·OEt2. The synthetic potential of this method has been illustrated by the synthesis of the tetrahydroisoquinoline alkaloids, (±)-xylopinine, (±)-laudanosine, (±)-8-oxo-O-methylbharatamine, and (±)-isoindoloisoquinolone.

One-pot α-amidosulfone-mediated variation of the pictet-Spengler tetrahydroisoquinoline synthesis, suitable for amide-type substrates

The development of Pictet-Spengler reactions from amide substrates is a challenging problem. We report here that the reaction between amide-type compounds (including carbamates, amides, ureas and diketopiperazines), aldehydes and p-toluenesulfinic acid constitutes an efficient method for the preparation of tetrahydroisoquinolines or pyrazino-[2,1-b]isoquinolines. Unlike previously known methods, this one-pot Pictet-Spengler protocol avoids the need for strong Lewis or Br?nsted acid catalysts.

Synthesis and contractile activity of substituted 1,2,3,4- tetrahydroisoquinolines

A series of different 1-monosubstituted and 1,1-disubstituted 1,2,3,4-tetrahydroisoquinolines was synthesized in high yields from different ketoamides. We have developed a convenient method for the synthesis of disubstituted derivatives by interaction of