92264-17-0

Upstream product

• 100-39-0 benzyl bromide 
• 92264-15-8 (1S,3S)-8-Methoxy-1,3-dimethyl-1,2,3,4-tetrahydro-isoquinoline 
• 82958-26-7 8-Methoxy-1,3-dimethyl-isoquinoline; hydrobromide 
• 92264-15-8 (1S,3R)-8-Methoxy-1,3-dimethyl-1,2,3,4-tetrahydro-isoquinoline 
• 82958-27-8 1-(2-Acetyl-3-methoxyphenyl)-2-propanon 
• 100-46-9 benzylamine 

Downstream Products

• 92264-18-1 (1S,3R)-2-Benzyl-1,3-dimethyl-1,2,3,4-tetrahydro-isoquinolin-8-ol; hydrobromide 
• 92264-19-2 (1S,3R)-2-Benzyl-8-(1-bromo-4,5-dimethoxy-naphthalen-2-ylmethoxy)-1,3-dimethyl-1,2,3,4-tetrahydro-isoquinoline 
• 92264-23-8 (2R,4S)-3-Benzyl-8,9-dimethoxy-2,4-dimethyl-1,3,4,6-tetrahydro-2H-5-oxa-3-aza-benzo[c]chrysene 
• 92264-20-5 (1S,3R)-2-Benzyl-7-(4,5-dimethoxy-2-methyl-naphthalen-1-yl)-1,3-dimethyl-1,2,3,4-tetrahydro-isoquinolin-8-ol 

Relevant academic research and scientific papers

ONE POT PREPARATION OF 1,3-DIMETHYLTETRAHYDROISOQUINOLINES FROM THEIR BIOSYNTHETIC DIKETO PRECURSORS

Biomimetic reactions modelling the nitrogen incorporation into the monocyclic precursors 2 of naphthylisoquinoline alkaloids, using pyridoxamine (9b) are described.The condensation of 2b with 9b, or , more simply, with benzylamine, though not giving a dihydroisoquinoline 7 , provides an efficient one pot synthesis of already protected 1,3-dimethyltetrahydroisoquinolines 14, by in situ reduction of the resulting isoquinolinium salts 12.

A FIRST AND GENERAL RULE TO NAPHTHYLISOQUINOLINE ALKALOIDS: THE TOTAL SYNTHESIS OF O-METHYL-TETRADEHYDRO-TRIOPHYOPHYLLINE

The first total synthesis of a naphtylisoquinoline alkaloid is described.The required ortho selective mixed coupling of the alkaloid moieties 2 and 6 is achieved intramolecularly by the assistance of a reversibly thrown benzylether type auxiliary bridge.