16552-78-6

Upstream product

• 55161-46-1 1-benzyl-6-benzyloxy-7-methoxy-2-methyl-1,2,3,4-tetrahydro-isoquinoline 
• 120494-02-2 1-benzyl-6-isopropoxy-7-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline 
• 120493-98-3 (1S,4aS)-1-Benzyl-4a,6-diisopropoxy-2-methyl-2,3,4,4a-tetrahydro-1H-isoquinolin-7-one 
• 120493-99-4 1-Benzyl-4,6-diisopropoxy-2-methyl-1,2,3,4-tetrahydro-isoquinolin-7-ol 
• 35006-01-0 Acetic acid (1S,4aS)-1-benzyl-6-methoxy-2-methyl-7-oxo-1,3,4,7-tetrahydro-2H-isoquinolin-4a-yl ester 
• 120494-00-0 1-benzyl-7-hydroxy-6-isopropoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline 
• 16575-33-0 N-(3-benzyloxy-4-methoxyphenylethyl)-phenylacetamide 
• 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

• 107485-68-7 Acetic acid 1-benzyl-7-methoxy-2-methyl-6-oxo-1,2,3,4,6,7-hexahydro-isoquinolin-7-yl ester 
• 88156-84-7 trans-4-Hydroxy-5-methoxy-2-<2-(N-methyl-N-p-nitrobenzylamino)ethyl>stilbene 
• 107503-19-5 5,6-diacetoxy-1-benzyl-1,2,3,4-tetrahydro-7-methoxy-2-methylisoquinoline 
• 88156-83-6 trans-1-Benzyl-6-hydroxy-7-methoxy-N-methyl-N-(p-nitrobenzyl)-1,2,3,4-tetrahydroisoquinolinium Bromide 

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.