ACETOGENIC ISOQUINOLINE ALKALOIDS .72. 8-HYDROXY-6-METHOXY-1,2,3,4-TETRAHYDROISOQUINOLINE HYDROCHLORIDE - AN ENANTIOMERICALLY PURE BUILDING-BLOCK FOR THE SYNTHESIS OF NAPHTHYLISOQUINOLINE ALKALOIDS

The title compound was prepared by hydrogenolytic deprotection of the corresponding N-benzyl derivative, which had previously been synthesiz ed by a Picted-Spengler condensation of the corresponding arylethylami ne. It crystallizes from dichloromethane/methanol in the orthorhombic system, space group P2(1)2(1)2(1); a = 1305.7(2), b = 1400.3(3), c = 7 27.4(1) pm. Hydrogen bonds between Cl and OH and NH2 groups cause a th ree-dimensional arrangement.