Elimination of the 4-hydroxyl group of the alkaloids related to morphine. VII. Synthesis of the active 2'-hydroxy-2-methyl-5,9-diethyl-6,7-benzomorphan derivatives.
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The title compound [1,2,3,4,5,6-hexahydro-6,11-dimethyl-3-(3-methyl-2-butenyl)-2,6-methano- 3- benzazocin-8-ol hydrochloride hydrate, C19H28NO+.-Cl-.1/8H2O, (I)] crystallizes with two molecules per asymmetric unit. A comparison of the bond lengths and torsion angles shows a side-chain orientation similar to that of cyclazocine but unlike that of naloxone. The two molecules are linked through a hydrogen-bond network to the interlayer Cl ions, forming a linear chain extending along the ac diagonal of the unit cell.
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