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

Base Information

Chemical Name:(±)-ethyl 7-(benzyloxy)-1-(4-(benzyloxy)benzyl)-6-methoxy-3,4-dihydroisoquinoline-2(1H)-carboxylate
CAS No.:23506-76-5
Molecular Formula:C₃₄H₃₅NO₅
Molecular Weight:537.656
Hs Code.:

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

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Chemical Property of (±)-ethyl 7-(benzyloxy)-1-(4-(benzyloxy)benzyl)-6-methoxy-3,4-dihydroisoquinoline-2(1H)-carboxylate

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Technology Process of (±)-ethyl 7-(benzyloxy)-1-(4-(benzyloxy)benzyl)-6-methoxy-3,4-dihydroisoquinoline-2(1H)-carboxylate

There total 5 articles about (±)-ethyl 7-(benzyloxy)-1-(4-(benzyloxy)benzyl)-6-methoxy-3,4-dihydroisoquinoline-2(1H)-carboxylate 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: 32.0%

: 1700-33-0
N-ethoxycarbonyl-4-benzyloxy-3-methoxyphenethylamine

: 82099-81-8
1-(benzyloxy)-4-(2-methoxyethenyl)benzene

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

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; for 18h; Molecular sieve;
DOI:10.1016/j.chembiol.2021.01.023

Reference yield:

: 4397-53-9
p-benzyloxybenzaldehyde

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

Guidance literature:: Multi-step reaction with 2 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

With 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

Reference yield:

: 22231-61-4
2-[4-(benzyloxy)-3-methoxyphenyl]ethylamine

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

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 72 h / 0 - 20 °C

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

With triethylamine; trifluoroacetic acid; In dichloromethane; 2: |Pictet-Spengler Synthesis;
DOI:10.1016/j.chembiol.2021.01.023