tert-butyl (4-(benzyloxy)-5-bromo-1-iodonaphthalen-2-yl)-(3-chloroallyl)carbamate

Base Information

Chemical Name:tert-butyl (4-(benzyloxy)-5-bromo-1-iodonaphthalen-2-yl)-(3-chloroallyl)carbamate
CAS No.:1381964-04-0
Molecular Formula:C₂₅H₂₄BrClINO₃
Molecular Weight:628.732
Hs Code.:

Synonyms:tert-butyl (4-(benzyloxy)-5-bromo-1-iodonaphthalen-2-yl)-(3-chloroallyl)carbamate

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Chemical Property of tert-butyl (4-(benzyloxy)-5-bromo-1-iodonaphthalen-2-yl)-(3-chloroallyl)carbamate

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Technology Process of tert-butyl (4-(benzyloxy)-5-bromo-1-iodonaphthalen-2-yl)-(3-chloroallyl)carbamate

There total 4 articles about tert-butyl (4-(benzyloxy)-5-bromo-1-iodonaphthalen-2-yl)-(3-chloroallyl)carbamate 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: 96.0%

: 542-75-6
E/Z-1,3-Dichloropropene

: 1381964-03-9
tert-butyl (4-(benzyloxy)-5-bromo-1-iodonaphthalen-2-yl)carbamate

: 1381964-04-0
tert-butyl (4-(benzyloxy)-5-bromo-1-iodonaphthalen-2-yl)-(3-chloroallyl)carbamate

Guidance literature:: tert-butyl (4-(benzyloxy)-5-bromo-1-iodonaphthalen-2-yl)carbamate; With tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.5h;

E/Z-1,3-Dichloropropene; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 1h;
DOI:10.1021/jm300330b

Reference yield:

: 1381964-00-6
ethyl 4-(benzyloxy)-5-bromo-2-naphthoate

: 1381964-04-0
tert-butyl (4-(benzyloxy)-5-bromo-1-iodonaphthalen-2-yl)-(3-chloroallyl)carbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: lithium hydroxide monohydrate; water / tetrahydrofuran; methanol / 24 h / 25 °C

2.1: diphenyl phosphoryl azide; triethylamine / 14 h / 85 °C / Inert atmosphere

3.1: N-iodo-succinimide; toluene-4-sulfonic acid / tetrahydrofuran / 2 h / 25 °C / Inert atmosphere; Darkness

4.1: tetra-(n-butyl)ammonium iodide; sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C

4.2: 1 h / 20 °C

With N-iodo-succinimide; lithium hydroxide monohydrate; diphenyl phosphoryl azide; water; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/jm300330b

Reference yield:

: C₁₃H₁₁BrO₃

: 1381964-04-0
tert-butyl (4-(benzyloxy)-5-bromo-1-iodonaphthalen-2-yl)-(3-chloroallyl)carbamate

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium carbonate / ethanol / 1 h / 80 °C

2.1: tetra-(n-butyl)ammonium iodide; potassium carbonate / N,N-dimethyl-formamide / 16 h / 25 °C

3.1: lithium hydroxide monohydrate; water / tetrahydrofuran; methanol / 24 h / 25 °C

4.1: diphenyl phosphoryl azide; triethylamine / 14 h / 85 °C / Inert atmosphere

5.1: N-iodo-succinimide; toluene-4-sulfonic acid / tetrahydrofuran / 2 h / 25 °C / Inert atmosphere; Darkness

6.1: tetra-(n-butyl)ammonium iodide; sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C

6.2: 1 h / 20 °C

With N-iodo-succinimide; lithium hydroxide monohydrate; diphenyl phosphoryl azide; water; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; ethanol; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/jm300330b