82171-85-5

Upstream product

• 82171-83-3 4-Benzyl-10-methoxy-1,4,5,6-tetrahydro-2H-benzo[f]quinolin-3-one 
• 100-44-7 benzyl chloride 
• 82171-81-1 1,4,5,6-tetrahydro-10-methoxybenzoquinolin-3-(2H)-one 
• 154368-38-4 10-methoxy-4,4a,5,6-tetrahydrobenzoquinolin-3(2H)-one 
• 82171-84-4 4-Benzyl-10-methoxy-1,2,3,4,5,6-hexahydro-benzo[f]quinoline 
• 791016-43-8 10-methoxy-1,2,3,4,4a,5,6,10b-octahydro-benzo[f]quinoline 
• 82171-82-2 3-pyrrolidino-5-methoxy-1,2-dihydronaphthalene 
• 5309-19-3 8-methoxy-2-tetralone 
• 82171-88-8 trans-10-methoxy-1,2,3,4,4a,5,6,10b-octahydrobenzoquinoline hydrochloride 

Downstream Products

• 131484-12-3 (4aR,10bR,αR)-1,2,3,4,4a,5,6,10b-otahydro-10-methoxy-4-(α-methoxy-α-phenylacetyl)benzoquinoline 
• 131484-13-4 (4aS,10bS,αR)-1,2,3,4,4a,5,6,10b-otahydro-10-methoxy-4-(α-methoxy-α-phenylacetyl)benzoquinoline 

Relevant academic research and scientific papers

Stereospecific reduction of 1,4,5,6-tetrahydrobenzo[f]quinolin-3(2H)-ones with triethyl-silane-trifluoroacetic acid

β-Tetralone pyrrolidine enamines 6 react with acrylamine to produce mixtures of double bond positional isomeric tetrahydrobenzo[f]quinolin-3(2H)-ones, e.g. 3, 11, 12. Each of these isomers is reduced stereoselectively by triethylsilane-trifluoroacetic acid to the cis- or trans-fused octahydrobenzo[f]quinolone system, e.g. 4, 5. It is established that reported failures to prepare pure trans-fused product 5 by this reductive method is due to the heterogeneity of the product of the β-tetralone enamine-acrylamide reaction, and not to a defect in the reducing reagent system.

A 3-D model for 5-HT(1A)-receptor agonists based on stereoselective methyl-substituted and conformationally restricted analogues of 8-hydroxy-2-(dipropylamino)tetralin

The enantiomers of cis- and trans-1,2,3,4,4a,5,10,10a-octahydro-9-hydroxy-1-propylbenzo[g] quinolines (10 and 11, respectively) and the enantiomers of trans-1,2,3,4,4a,5,6,10b-octahydro-10-hydroxy-4-propylbenzo[f] quinoline (12) have been synthesized and