Lithium diisopropylamide → HCID 77879337, compound

Participants

Reaction Steps

Following a procedure similar to that described in Examples 1 or 2, it is contemplated that reaction of ethyl 5α-ethyl-1,2,3,4,4a,5,10,10a-octahydro-2,5-methanobenzo[g]quinoline-3-carboxylate with lithium diisopropylamide, followed by reaction of the resulting lithium salt with γ-methylmercaptobutyryl chloride and treatment of the resulting product with dilute mineral acid affords ethyl 5α-ethyl-3-(γ-methylmercaptobutyryl)-1,2,3,4,4a,5,10,10a-octahydro-2,5-methanobenzo[g]quinoline-3-carboxylate, which, on heating with trimethylammonium formate, affords 6(eq)-ethyl-11(eq)-(6-methylmercapto-3-oxohexyl)-1,2,3,4,5,6-hexahydro-2,6-methano-3-benzazocine.

Provenance & Evidence