(+)-1-(2-bromobenzyl)-5-benzyloxy-6,7-dimethoxy-2-p-toluenesulfinyl-1,2,3,4-tetrahydroisoquinoline

Base Information

Chemical Name:(+)-1-(2-bromobenzyl)-5-benzyloxy-6,7-dimethoxy-2-p-toluenesulfinyl-1,2,3,4-tetrahydroisoquinoline
CAS No.:1359071-14-9
Molecular Formula:C₃₂H₃₂BrNO₄S
Molecular Weight:606.58
Hs Code.:

Synonyms:(+)-1-(2-bromobenzyl)-5-benzyloxy-6,7-dimethoxy-2-p-toluenesulfinyl-1,2,3,4-tetrahydroisoquinoline

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Chemical Property of (+)-1-(2-bromobenzyl)-5-benzyloxy-6,7-dimethoxy-2-p-toluenesulfinyl-1,2,3,4-tetrahydroisoquinoline

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Technology Process of (+)-1-(2-bromobenzyl)-5-benzyloxy-6,7-dimethoxy-2-p-toluenesulfinyl-1,2,3,4-tetrahydroisoquinoline

There total 7 articles about (+)-1-(2-bromobenzyl)-5-benzyloxy-6,7-dimethoxy-2-p-toluenesulfinyl-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:

: 1359071-12-7
(R)-N-[2-(2-(benzyloxy)-3,4-dimethoxyphenyl)ethyl]-p-toluenesulfinamide

: 96557-30-1
2-bromophenylacetaldehyde

: 1-(2-bromobenzyl)-5-benzyloxy-6,7-dimethoxy-2-p-toluenesulfinyl-1,2,3,4-tetrahydroisoquinoline

: 1359071-14-9
(+)-1-(2-bromobenzyl)-5-benzyloxy-6,7-dimethoxy-2-p-toluenesulfinyl-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at -78 ℃; for 18h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1016/j.tet.2011.12.022

Reference yield:

: (R)-N-[2-(2-(benzyloxy)-3,4-dimethoxyphenyl)ethylidene]-p-toluenesulfinamide

: 1-(2-bromobenzyl)-5-benzyloxy-6,7-dimethoxy-2-p-toluenesulfinyl-1,2,3,4-tetrahydroisoquinoline

: 1359071-14-9
(+)-1-(2-bromobenzyl)-5-benzyloxy-6,7-dimethoxy-2-p-toluenesulfinyl-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: Multi-step reaction with 2 steps

1: sodium tetrahydroborate / methanol / 0.5 h / 0 °C / Inert atmosphere

2: boron trifluoride diethyl etherate / dichloromethane / 18 h / -78 °C / Inert atmosphere

With sodium tetrahydroborate; boron trifluoride diethyl etherate; In methanol; dichloromethane;
DOI:10.1016/j.tet.2011.12.022

Reference yield:

: 6527-13-5
3,4-dimethoxy-(phenylmethoxy)benzaldehyde

: 1-(2-bromobenzyl)-5-benzyloxy-6,7-dimethoxy-2-p-toluenesulfinyl-1,2,3,4-tetrahydroisoquinoline

: 1359071-14-9
(+)-1-(2-bromobenzyl)-5-benzyloxy-6,7-dimethoxy-2-p-toluenesulfinyl-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium tert-butylate / tetrahydrofuran / 0.5 h / 0 - 20 °C / Inert atmosphere

1.2: 14 h / 20 °C / Inert atmosphere

2.1: hydrogenchloride / water; acetone / 1 h / 0 - 20 °C / Inert atmosphere

3.1: titanium(IV) tetraethanolate / dichloromethane / 4 h / Reflux; Inert atmosphere

4.1: sodium tetrahydroborate / methanol / 0.5 h / 0 °C / Inert atmosphere

5.1: boron trifluoride diethyl etherate / dichloromethane / 18 h / -78 °C / Inert atmosphere

With hydrogenchloride; titanium(IV) tetraethanolate; sodium tetrahydroborate; boron trifluoride diethyl etherate; potassium tert-butylate; In tetrahydrofuran; methanol; dichloromethane; water; acetone; 1.2: Wittig reaction;
DOI:10.1016/j.tet.2011.12.022