(3S,4R)-1-(2-bromobenzyl)-4-(tert-butyldimethylsilyloxy)-3-[(tert-butyldimethylsi lyloxy)methyl]-6,7-dimethoxy-3,4-dihydroisoquinoline

Base Information

Chemical Name:(3S,4R)-1-(2-bromobenzyl)-4-(tert-butyldimethylsilyloxy)-3-[(tert-butyldimethylsi lyloxy)methyl]-6,7-dimethoxy-3,4-dihydroisoquinoline
CAS No.:1354006-09-9
Molecular Formula:C₃₁H₄₈BrNO₄Si₂
Molecular Weight:634.801
Hs Code.:

Synonyms:(3S,4R)-1-(2-bromobenzyl)-4-(tert-butyldimethylsilyloxy)-3-[(tert-butyldimethylsi lyloxy)methyl]-6,7-dimethoxy-3,4-dihydroisoquinoline

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Chemical Property of (3S,4R)-1-(2-bromobenzyl)-4-(tert-butyldimethylsilyloxy)-3-[(tert-butyldimethylsi lyloxy)methyl]-6,7-dimethoxy-3,4-dihydroisoquinoline

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Technology Process of (3S,4R)-1-(2-bromobenzyl)-4-(tert-butyldimethylsilyloxy)-3-[(tert-butyldimethylsi lyloxy)methyl]-6,7-dimethoxy-3,4-dihydroisoquinoline

There total 7 articles about (3S,4R)-1-(2-bromobenzyl)-4-(tert-butyldimethylsilyloxy)-3-[(tert-butyldimethylsi lyloxy)methyl]-6,7-dimethoxy-3,4-dihydroisoquinoline 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:

: 1363604-17-4
C₃₁H₅₀BrNO₅Si₂

: 1354006-09-9
(3S,4R)-1-(2-bromobenzyl)-4-(tert-butyldimethylsilyloxy)-3-[(tert-butyldimethylsi lyloxy)methyl]-6,7-dimethoxy-3,4-dihydroisoquinoline

Guidance literature:: With 2-chloropyridine; trifluoromethylsulfonic anhydride; In dichloromethane; at -78 - 0 ℃; Inert atmosphere;
DOI:10.1016/j.tet.2011.11.031

Reference yield:

: 1354006-20-4
(S)-(3,4-dimethoxyphenyl)[(R)-1-(1-phenylethyl)aziridin-2-yl]methanone

: 1354006-09-9
(3S,4R)-1-(2-bromobenzyl)-4-(tert-butyldimethylsilyloxy)-3-[(tert-butyldimethylsi lyloxy)methyl]-6,7-dimethoxy-3,4-dihydroisoquinoline

Guidance literature:: Multi-step reaction with 6 steps

1.1: zinc(II) chloride / methanol / 0.5 h / -78 °C / Inert atmosphere

1.2: 3 h / -78 °C / Inert atmosphere

2.1: acetic acid / dichloromethane / 8 h / 20 °C / Inert atmosphere

2.2: Inert atmosphere

2.3: 20 °C / Inert atmosphere

3.1: dmap; triethylamine / dichloromethane / 20 h / 0 °C / Reflux; Inert atmosphere

4.1: hydrogen; palladium(II) hydroxide / 3 h / 760.05 Torr

5.1: sodium hydroxide / tetrahydrofuran; water / 0.08 h / 0 °C / Inert atmosphere

6.1: 2-chloropyridine; trifluoromethylsulfonic anhydride / dichloromethane / -78 - 0 °C / Inert atmosphere

With 2-chloropyridine; dmap; trifluoromethylsulfonic anhydride; hydrogen; palladium(II) hydroxide; acetic acid; triethylamine; sodium hydroxide; zinc(II) chloride; In tetrahydrofuran; methanol; dichloromethane; water; 6.1: Bischler-Napieralski reaction;
DOI:10.1016/j.tet.2011.11.031

Reference yield:

: 1354006-46-4
C₁₉H₂₅NO₄

: 1354006-09-9
(3S,4R)-1-(2-bromobenzyl)-4-(tert-butyldimethylsilyloxy)-3-[(tert-butyldimethylsi lyloxy)methyl]-6,7-dimethoxy-3,4-dihydroisoquinoline

Guidance literature:: Multi-step reaction with 4 steps

1: dmap; triethylamine / dichloromethane / 20 h / 0 °C / Reflux; Inert atmosphere

2: hydrogen; palladium(II) hydroxide / 3 h / 760.05 Torr

3: sodium hydroxide / tetrahydrofuran; water / 0.08 h / 0 °C / Inert atmosphere

4: 2-chloropyridine; trifluoromethylsulfonic anhydride / dichloromethane / -78 - 0 °C / Inert atmosphere

With 2-chloropyridine; dmap; trifluoromethylsulfonic anhydride; hydrogen; palladium(II) hydroxide; triethylamine; sodium hydroxide; In tetrahydrofuran; dichloromethane; water; 4: Bischler-Napieralski reaction;
DOI:10.1016/j.tet.2011.11.031