(±)-7-(benzyloxy)-1-(4-(benzyloxy)benzyl)-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline

Base Information

Chemical Name:(±)-7-(benzyloxy)-1-(4-(benzyloxy)benzyl)-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline
CAS No.:35596-93-1
Molecular Formula:C₃₂H₃₃NO₃
Molecular Weight:479.619
Hs Code.:

Synonyms:(±)-7-(benzyloxy)-1-(4-(benzyloxy)benzyl)-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline

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Chemical Property of (±)-7-(benzyloxy)-1-(4-(benzyloxy)benzyl)-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline

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Technology Process of (±)-7-(benzyloxy)-1-(4-(benzyloxy)benzyl)-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline

There total 18 articles about (±)-7-(benzyloxy)-1-(4-(benzyloxy)benzyl)-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

: 1263210-00-9
(R)-1-(4-benzyloxybenzyl)-2-formyl-6-methoxy-7-benzyloxy-1,2,3,4-tetrahydro-isoquinoline

: 35596-93-1,103397-64-4
(R)-1-(4-benzyloxybenzyl)-2-methyl-6-methoxy-7-benzyloxy-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; for 12h; Inert atmosphere; Reflux;
DOI:10.3998/ark.5550190.0012.514

Reference yield: 46.0%

: 23506-76-5
(±)-ethyl 7-(benzyloxy)-1-(4-(benzyloxy)benzyl)-6-methoxy-3,4-dihydroisoquinoline-2(1H)-carboxylate

: 35596-93-1
(±)-7-(benzyloxy)-1-(4-(benzyloxy)benzyl)-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at 80 ℃; for 18h;
DOI:10.1016/j.chembiol.2021.01.023

Reference yield:

: 4397-53-9
p-benzyloxybenzaldehyde

: 35596-93-1
(±)-7-(benzyloxy)-1-(4-(benzyloxy)benzyl)-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium diisopropyl amide / tetrahydrofuran; ethylbenzene; n-heptane / 0.33 h / -4 °C

1.2: 16 h / -4 °C

2.1: trifluoroacetic acid / dichloromethane / 18 h / 0 - 20 °C / Molecular sieve

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 18 h / 80 °C

With lithium aluminium tetrahydride; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; n-heptane; dichloromethane; ethylbenzene; 1.2: |Wittig Olefination / 2.1: |Pictet-Spengler Synthesis;
DOI:10.1016/j.chembiol.2021.01.023