.beta.-(Hexahydro-2,6-methano-3-benzazocin-11-yl)propionic acids

Details .beta.-(Hexahydro-2,6-methano-3-benzazocin-11-yl)propionic acids .beta.-(Hexahydro-2,6-methano-3-benzazocin-11-yl)propionic acids

1979-05-04

1980-05-13

Rotman, Alan L.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

424267, 546 43, 546 74, C07D22126

Patent

active

042029848

ABSTRACT:
.beta.-[3-R.sub.1 -6(eq)-R.sub.4 -7-R.sub.2 "-8-R.sub.2 -9-R.sub.2 '-10-R.sub.2 '"-11(ax)-R.sub.3 -1,2,3,4,5,6,-hexahydro-2,6-methano-3-benzazocin-11(eq)-yl]propionic acids, esters and amides, useful as analgesics and narcotic antagonists, are prepared by heating, with formic acid in an organic solvent or with certain ammonium formates, certain di-lower-alkyl 1-R.sub.1 -4a.alpha.-R.sub.3 -5.alpha.-R.sub.4 -6-R.sub.2 "-7-R.sub.2 -8-R.sub.2 '-9-R.sub.2 "'-1,2,3,4,4a,5,10,10a-octahydro-2,5-methanobenzo[g]quinoline-3,3-dicarbox ylates, to prepare the esters, hydrolysis of the latter to prepare the acids and conversion of the acids to a mixed anhydride and reaction of the latter with ammonia or an appropriate amine to form the amides.

REFERENCES:
patent: 3250678 (1966-05-01), Archer
patent: 3733330 (1973-05-01), Schubert et al.
patent: 3776914 (1973-12-01), Atsumi
patent: 3932422 (1976-01-01), Michne

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