106824-41-3

Upstream product

• 127399-74-0 1,2,3,4-tetrahydro-6-(benzyloxy)-7-methoxy-2(1H)-naphthalenone 
• 127399-72-8 5-(benzyloxy)-6-methoxy-1-indanone 
• 127399-73-9 5-(benzyloxy)-6-methoxy-1-methyleneindan 
• 1135-15-5 dihydroisoferulic acid 
• 127399-78-4 5-hydroxy-6-methoxy-2,3-dihydro-1H-inden-1-one 
• 106824-38-8 8-(benzyloxy)-9-methoxy-1,4,5,6-tetrahydrobenzoquinolin-3(2H)-one 

Downstream Products

• 106824-44-6 trans-8-(benzyloxy)-9-methoxy-1,2,3,4,4a,5,6,10b-octahydrobenzoquinoline 

Relevant academic research and scientific papers

Stereospecific Route to trans-1,2,3,4,4a,5,6,10b-Octahydrobenzoquinolines

Access to the title compounds from unsaturated lactams 9 involves as the key step reduction of the carbon-carbon double bond with triethylsilane/trifluoroacetic acid reagent to give the trans-fused lactam product 10.

Monomethyl Ether Derivatives of 7,8-Dihydroxy- and 8,9-Dihydroxy-4-n-propyl-1,2,3,4,4a,5,6,10b-octahydrobenzoquinolines as Possible Products of Metabolism by Catechol-O-methyltransferase

In order to facilitate identification of possible metabolites arising from in vitro action of catechol-O-methyltransferase upon 7,8-dihydroxy- and 8,9-dihydroxy-4-n-propyl-1,2,3,4,4a,5,6,10b-octahydrobenzoquinolines (11, 12), all four possible monomethyl ether derivatives have been synthesized.Incubation of 11 and 12 with the enzyme revealed that the 8,9-dihydroxy positional isomer 12 (which contains the dopamine moiety held in the β conformation) but not the 7,8-dihydroxy isomer 11 (which holds the dopamine moiety in the α conformation) was a substrate for theenzyme.The sole detectable product of 12 was 8-hydroxy-9-methoxy derivative 15 in which the "meta" hydroxy group of the dopamine moiety is etherified.