95427-40-0

Upstream product

• 74007-21-9 N-<2-(3-methoxyphenyl)ethyl>(3-hydroxy-4-methoxyphenyl)acetamide 
• 1033384-84-7 C₁₈H₁₉NO₃*H₃O₄P 
• 1131-94-8 homoisovanillic acid 
• 2039-67-0 2-(3-methoxyphenyl)-1-ethanamine 
• 1033384-75-6 C₁₈H₁₈NO₃^(1-)*Na⁽¹⁺⁾ 

Downstream Products

• 74035-73-7 (+)-(R)-1-(3-hydroxy-4-methoxybenzyl)-6-methoxy-1,2,3,4-tetrahydroisoquinoline 
• 1033440-28-6 CH₂O₂*C₁₈H₂₁NO₃ 
• 74035-74-8 2-Methoxy-5-((S)-6-methoxy-1,2,3,4-tetrahydro-isoquinolin-1-ylmethyl)-phenol 
• 154013-19-1 (R)-2-Formyl-1-<(3-hydroxy-4-methoxyphenyl)methyl>-6-methoxy-1,2,3,4-tetrahydroisoquinoline 
• 154013-12-4 (Z)-2-Formyl-1-<(3-hydroxy-4-methoxyphenyl)methylene>-6-methoxy-1,2,3,4-tetrahydroisoquinoline 

Relevant academic research and scientific papers

PREPARATION OF 3,4-DIHYDROISOQUINOLINES FROM AN ACID AND AN AMINE

The present invention is directed to processes for the synthesis of morphinans. In particular, a process for coupling a carboxylic acid compound with an amine compound to form an amide product that can then be isolated or the crude amide product can be cy

PREPARATION OF HEXAHYDROISOQUINOLINES FROM DIHYDROISOQUINOLINES

The present invention is directed to processes for the synthesis of morphinans. In particular, a process for the asymmetric reduction of an imine moiety in a 3,4-dihydroisoquinoline to produce a tetrahydroisoquinoline, followed by a Birch reduction to pro

Chemistry of opium alkaloids, 45. Improvements in the total synthesis of morphine

The chiral 1,2,3,4-tetrahydroisoquinoline intermediates in the Price and Beyerman routes to morphine, (+)-(R)-1-(3-hydroxy-4-methoxybenzyl)-6-methoxy- 1,2,3,4-tetrahydroisoquinoline (6) and (+)-(R)-1-(3,5-dibenzyloxy-4- methoxybenzyl)-6-methoxy-1,2,3,4-tetrahydroisoquinoline (5), were prepared in high ee by ruthenium-catalyzed asymmetric transfer hydrogenation of the corresponding imine precursors (Noyori method). The yield of the key raw material in the Beyerman route, 3,5-dibenzyloxy-4-methoxyphenylacetric acid (1), starting from gallic acid methyl ester (7) was improved by a factor of 5 over previously described syntheses. Key steps in the new procedure are the selective formation of methyl 3,5-dihydroxy-4-methoxybenzoate (9) via the 3,5-diacetate and an improved benzylation of the hydroxyl groups in 9.