Abstract
In connection with our earlier studies on β-adrenergic-stimulating activities of ringclosed analogs of β-hydroxycatecholamines, a series of 2-amino-and 2-alkylamino-1, 2, 3, 4-tetrahydro-1-naphthalenols was synthesized with the aim of finding new bronchodilators with minimal cardiovascular side effects. The present paper includes compounds possessing a hydroxy group at the 6-position and a hydroxymethyl, cyano or ureidomethyl group at the 5-position. As starting materials, 6-methoxy-3, 4-dihydro-1 (2H)-naphthalenone and methyl 2-hydroxy-1-naphthoate were used. The latter was more advantageous for the synthesis of 5-hydroxymethyl derivatives. Stereoselective reduction of the 1-ketone to give cis-or trans-2-amino-1-hyroxy compounds was also discussed.
