1132765-82-2

Upstream product

• 850130-96-0 2-(4-methoxyphenyl)-1-(nitromethyl)-1,2,3,4-tetrahydroisoquinoline 
• 1190129-81-7 2-(4-methoxyphenyl)-1,2,3,4-tetrahydroisoquinoline-1-carbonitrile 
• 78317-83-6 2-(4-methoxyphenyl)-1,2,3,4-tetrahydroisoquinoline 
• 696-62-8 para-iodoanisole 
• 91-21-4 1,2,3,4-tetrahydroisoquinoline 

Downstream Products

• 1447933-68-7 1-(S)-(aminomethyl)-2-(4-methoxyphenyl)-1,2,3,4-tetrahydroisoquinoline 
• 1447933-67-6 1-(R)-(aminomethyl)-2-(4-methoxyphenyl)-1,2,3,4-tetrahydroisoquinoline 
• 1447933-70-1 1-(R)-(N-cyclohexylcarboxamidomethyl)-2-(4-methoxyphenyl)-1,2,3,4-tetrahydroisoquinoline 
• 1447933-71-2 1-(R)-(N-cyclohexylcarboxamidomethyl)-2-(4-methoxyphenyl)-1,2,3,4-tetrahydroisoquinoline 
• 79848-93-4 N-(1,2,3,4-tetrahydroisoquinolin-1-ylmethyl)cyclohexanecarboxylic acid amide 
• 765915-89-7 N-[(R)-1-(1,2,3,4-tetrahydroisoquinolin-1-ylmethyl)]cyclohexanecarboxylic acid amide 
• 60567-47-7 (S)-1-[(1,2,3,4-tetrahydroisoquinolin-1-ylmethyl)]cyclohexanecarboxylic acid amide 
• 55268-74-1 2-cyclohexanecarbonyl-1,2,3,6,7,11b-hexahydro-pyrazino[2,1-a]isoquinolin-4-one 
• 135526-78-2 (-)-Praziquantel 
• 57452-97-8 (+)-Praziquantel 
• 1447933-69-8 1-(N-cyclohexylcarboxamidomethyl)-2-(4-methoxyphenyl)-1,2,3,4-tetrahydroisoquinoline 

Relevant academic research and scientific papers

Magnetically recyclable iron oxide nanoparticles for the α-cyanation of amines under acid-free conditions and the formal synthesis of praziquantel

A sustainable protocol for the α-cyanation of amines has been developed using cheap and affordable iron oxide nanoparticles under acid free conditions with an easy-to-handle, user-friendly cyanide source, ethyl cyanoformate. The magnetic property of the i

Mechanically activated ring-opening reactions of N-acyl-1,2,3,4-tetrahydroisoquinolines derived from the synthesis of praziquantel intermediate

Abstract An unexpected DDQ-promoted ring-opening reaction of N-chloroacetyl-tetrahydroisoquinoline under ball milling conditions was revealed during the synthesis of Praziquantel. A variety of N-acyl-tetrahydroisoquinolines were then tested to further inv

Enhancing the usefulness of cross dehydrogenative coupling reactions with a removable protecting group

A removable protecting group has been identified that allows the products of widely-used cross dehydrogenative couplings to be synthetically elaborated. The method can be used with enantiopure amines with no loss of enantiomeric excess. The methodology is exemplified by a new synthesis of enantiopure praziquantel, the drug used in the treatment of millions of people suffering from the neglected tropical disease, schistosomiasis.

Facile synthesis of vicinal diamines via oxidation of N-phenyltetrahydroisoquinolines with DDQ

The oxidation of N-phenyltetrahydroisoquinolines occurs rapidly with DDQ. Under ambient conditions and in the presence of nitromethane, the corresponding β-nitroamine derivatives are isolated in good to excellent yields. Variation in the electronic nature of the isoquinoline and the N-phenyl substituent showed that a broad range of substituents are tolerated, with electronic communication between the isoquinoline aromatic ring and the C1 carbon being stronger than with the N-aryl ring. Reduction of the β-nitroamines to the corresponding novel chiral vicinal diamines are straightforward. Examination of the reaction by 1H NMR spectroscopy suggested that the reaction proceeds via an iminium ion, which then reacts with nitromethane upon work-up. This information was used to shorten the required reaction time.