55708-63-9

Upstream product

• 186581-53-3 diazomethane 
• 96405-81-1 7-Benzyloxy-4-(4-benzyloxy-2-formyl-phenyl)-6-methoxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid ethyl ester 
• 96405-80-0 3,9-Bis-benzyloxy-2-methoxy-7,12-dihydro-5H-6,12-methano-dibenzo[c,f]azocine 6-oxide 
• 330800-26-5 5-benzyloxy-2-bromo-4-methoxybenzylamine 
• 6547-53-1 2-[4-(benzyloxy)benzyl]acetic acid 
• 39188-62-0 2-(4-(benzyloxy)phenyl)acetyl chloride 
• 13255-21-5 1-(benzyloxy)-4-bromo-5-(chloromethyl)-2-methoxybenzene 
• 13397-01-8 [5-(benzyloxy)-2-bromo-4-methoxyphenyl]methanol 
• 32293-48-4 N-(5-benzyloxy-2-bromo-4-methoxybenzyl)-N-methyl-(4-benzyloxyphenyl)acetamide 
• 50-00-0 formaldehyd 
• 346619-36-1 2-(4-benzyloxy-3-methoxy-phenyl)-2-(4-benzyloxy-phenyl)-ethylamine 
• 330800-28-7 4-(4-benzyloxyphenyl)-7-benzyloxy-6-methoxy-2-methyl-3-oxo-1,2,3,4-tetrahydroisoquinoline 
• 96405-83-3 7-Benzyloxy-4-(4-benzyloxy-phenyl)-6-methoxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid ethyl ester 
• 330800-27-6 N-(5-benzyloxy-2-bromo-4-methoxybenzyl)-(4-benzyloxyphenyl)acetamide 

Downstream Products

• 26996-80-5 4-(4-hydroxyphenyl)-7-hydroxy-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline 

Relevant academic research and scientific papers

Synthesis of 4-aryltetrahydroisoquinolines: Application to the synthesis of cherylline

A concise route for the synthesis of 4-aryltetrahydroisoquinolines was developed using the addition of Grignard reagents to nitrostyrene derivatives as the key step. The application to the synthesis of cherylline was described.

Palladium-catalyzed intramolecular δ-lactam formation of aryl halides and amide-enolates: Syntheses of cherylline and latifine

(Matrix presented) Palladium-catalyzed intramolecular carbon-carbon bond formation of aryl halides and amide-enolates gave 4-arylisoquinoline derivatives in good yields, which were further converted into the isoquinoline alkaloids cheryllme and latifine.

A Facile Total Synthesis of (+/-)-Cherylline via an Aziridinium Intermediate

The 4-aryl-1,2,3,4-tetrahydroisoquinoline alkaloid, (+/-)-cherylline (1), has been synthesised by a ring-opening reaction of the quaternary aziridinium salt, followed by a cyclisation of the quinone methide.