1-(2-bromobenzyl)-6,7-dimethoxy-2-p-toluenesulfonyl-1,2,3,4-tetrahydroisoquinolin-5-ol

Base Information

Chemical Name:1-(2-bromobenzyl)-6,7-dimethoxy-2-p-toluenesulfonyl-1,2,3,4-tetrahydroisoquinolin-5-ol
CAS No.:1359070-91-9
Molecular Formula:C₂₅H₂₆BrNO₅S
Molecular Weight:532.455
Hs Code.:

Synonyms:1-(2-bromobenzyl)-6,7-dimethoxy-2-p-toluenesulfonyl-1,2,3,4-tetrahydroisoquinolin-5-ol

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Chemical Property of 1-(2-bromobenzyl)-6,7-dimethoxy-2-p-toluenesulfonyl-1,2,3,4-tetrahydroisoquinolin-5-ol

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Technology Process of 1-(2-bromobenzyl)-6,7-dimethoxy-2-p-toluenesulfonyl-1,2,3,4-tetrahydroisoquinolin-5-ol

There total 4 articles about 1-(2-bromobenzyl)-6,7-dimethoxy-2-p-toluenesulfonyl-1,2,3,4-tetrahydroisoquinolin-5-ol 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: 78.0%

: 1359070-76-0
N-(2-hydroxy-3,4-dimethoxyphenethyl)-p-toluenesulfonamide

: 96557-30-1
2-bromophenylacetaldehyde

: 1359070-91-9
1-(2-bromobenzyl)-6,7-dimethoxy-2-p-toluenesulfonyl-1,2,3,4-tetrahydroisoquinolin-5-ol

Guidance literature:: With trifluoroacetic acid; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1016/j.tet.2011.12.022

Reference yield:

: 352668-06-5
2,3-dimethoxy-6-(2-nitrovinyl)-phenol

: 1359070-91-9
1-(2-bromobenzyl)-6,7-dimethoxy-2-p-toluenesulfonyl-1,2,3,4-tetrahydroisoquinolin-5-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

1.2: 0 °C / Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 4 h / 0 - 20 °C / Inert atmosphere

3.1: trifluoroacetic acid / 1 h / 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; N,N-dimethyl-formamide; 3.1: Pictet-Spengler cyclisation;
DOI:10.1016/j.tet.2011.12.022

Reference yield:

: 19283-70-6
3,4-dimethoxysalicylaldehyde

: 1359070-91-9
1-(2-bromobenzyl)-6,7-dimethoxy-2-p-toluenesulfonyl-1,2,3,4-tetrahydroisoquinolin-5-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: Inert atmosphere

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

2.2: 0 °C / Inert atmosphere

3.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 4 h / 0 - 20 °C / Inert atmosphere

4.1: trifluoroacetic acid / 1 h / 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; N,N-dimethyl-formamide; 1.1: Henry reaction / 4.1: Pictet-Spengler cyclisation;
DOI:10.1016/j.tet.2011.12.022