Absolute stereochemistry and dopaminergic activity of enantiomers of 2, 3, 4, 5-tetrahydro-7, 8-dihydroxy-1-phenyl-1H-3-benzazepine

…, E Garvey, RA Hahn, HM Sarau, PE Setler…

Index: Kaiser; Dandridge; Garvey; Hahn; Sarau; Setler; Bass; Clardy Journal of Medicinal Chemistry, 1982 , vol. 25, # 6 p. 697 - 703

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Citation Number: 86

Abstract

Resolution of the unique dopamine receptor agonist 2, 3, 4, 5-tetrahydro-7, 8-dihydroxy-l- phenyl-lH-3-benzazepine (1) was achieved by a stereospecific multistep conversion of the readily separated enantiomers of its O, O, N-trimethylated precursor 2. The absolute stereochemistry of the antipodes of &Me1 was determined by single-crystal X-ray diffractometric analysis, thus permitting assignment of the configuration of ...