55161-46-1

Upstream product

• 16575-33-0 N-(3-benzyloxy-4-methoxyphenylethyl)-phenylacetamide 
• 67-56-1 methanol 
• 288083-64-7 1-benzyl-6-benzyloxy-7-methoxy-3,4-dihydroisoquinoline 
• 47545-34-6 1-benzyl-6-benzyloxy-7-methoxy-1,2,3,4-tetrahydro-isoquinoline 

Downstream Products

• 16552-78-6 1-benzyl-6-hydroxy-7-methoxy-N-methyl-1,2,3,4-tetrahydroisoquinoline 

Relevant academic research and scientific papers

Preparation of dopaminergic N-alkyl-benzyltetrahydro-isoquinolines using a 'one-pot' procedure in acid medium

The preparation of N-methyl-BTHIQ (4) from N-phenylethyl-phenacetamide (1) by cyclization, reduction and N-alkylation in acid medium has been achieved in good yield in a 'one-pot' procedure. Acylation of imine (2) intermediate afforded the Z and E stereoselectivity in the enamide formation. 6-Hydroxy-BTHIQ (7) shows selectivity for D2 dopamine receptors, while its N-methylated homologue (8) displays higher affinities for both D1 and D2 receptor types, with an unexpected increase in D1 dopamine receptor affinity. (C) 2000 Elsevier Science Ltd.