1-[4-(α-bromoacetylamino)-3,5-diiodobenzyl]-2-(tert-butoxycarbonyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

Base Information

Chemical Name:1-[4-(α-bromoacetylamino)-3,5-diiodobenzyl]-2-(tert-butoxycarbonyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline
CAS No.:880474-82-8
Molecular Formula:C₂₅H₂₉BrI₂N₂O₅
Molecular Weight:771.229
Hs Code.:

Synonyms:1-[4-(α-bromoacetylamino)-3,5-diiodobenzyl]-2-(tert-butoxycarbonyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

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Chemical Property of 1-[4-(α-bromoacetylamino)-3,5-diiodobenzyl]-2-(tert-butoxycarbonyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

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Technology Process of 1-[4-(α-bromoacetylamino)-3,5-diiodobenzyl]-2-(tert-butoxycarbonyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

There total 5 articles about 1-[4-(α-bromoacetylamino)-3,5-diiodobenzyl]-2-(tert-butoxycarbonyl)-6,7-dimethoxy-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: 58.0%

: 880474-80-6
1-(4-amino-3,5-diiodobenzyl)-2-(tert-butoxycarbonyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

: 598-21-0
2-Bromoacetyl bromide

: 880474-82-8
1-[4-(α-bromoacetylamino)-3,5-diiodobenzyl]-2-(tert-butoxycarbonyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: With calcium carbonate; In dichloromethane; at 20 ℃; for 0.75h;
DOI:10.1016/j.bmc.2005.12.027

Reference yield:

: 880474-76-0
2-(tert-butoxycarbonyl)-6,7-dimethoxy-1-(4-nitrobenzyl)-1,2,3,4-tetrahydroisoquinoline

: 880474-82-8
1-[4-(α-bromoacetylamino)-3,5-diiodobenzyl]-2-(tert-butoxycarbonyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: Multi-step reaction with 3 steps

1: 91 percent / H₂ / Pd-C / ethyl acetate / 0.67 h / 2585.74 Torr

2: 50 percent / benzyltrimethylammonium dichloroiodate; CaCO₃ / methanol; CH₂Cl₂ / 1 h / 20 °C

3: 58 percent / CaCO₃ / CH₂Cl₂ / 0.75 h / 20 °C

With hydrogen; N,N,N-trimethylbenzenemethanaminium dichloroiodate; calcium carbonate; palladium on activated charcoal; In methanol; dichloromethane; ethyl acetate;
DOI:10.1016/j.bmc.2005.12.027

Reference yield:

: 10268-26-5
1,2,3,4-tetrahydro-6,7-dimethoxy-1-[(4-nitrophenyl)methyl]isoquinoline

: 880474-82-8
1-[4-(α-bromoacetylamino)-3,5-diiodobenzyl]-2-(tert-butoxycarbonyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

Guidance literature:: Multi-step reaction with 4 steps

1: 82 percent / NaOH / tetrahydrofuran / 24 h / 20 °C

2: 91 percent / H₂ / Pd-C / ethyl acetate / 0.67 h / 2585.74 Torr

3: 50 percent / benzyltrimethylammonium dichloroiodate; CaCO₃ / methanol; CH₂Cl₂ / 1 h / 20 °C

4: 58 percent / CaCO₃ / CH₂Cl₂ / 0.75 h / 20 °C

With sodium hydroxide; hydrogen; N,N,N-trimethylbenzenemethanaminium dichloroiodate; calcium carbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;
DOI:10.1016/j.bmc.2005.12.027