t-butyl-2-{2-[(2-bromophenyl)acetyl]-4,5-dimethoxyphenyl}ethylcarbamate

Base Information

Chemical Name:t-butyl-2-{2-[(2-bromophenyl)acetyl]-4,5-dimethoxyphenyl}ethylcarbamate
CAS No.:869105-06-6
Molecular Formula:C₂₃H₂₈BrNO₅
Molecular Weight:478.383
Hs Code.:

Synonyms:t-butyl-2-{2-[(2-bromophenyl)acetyl]-4,5-dimethoxyphenyl}ethylcarbamate

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Chemical Property of t-butyl-2-{2-[(2-bromophenyl)acetyl]-4,5-dimethoxyphenyl}ethylcarbamate

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Technology Process of t-butyl-2-{2-[(2-bromophenyl)acetyl]-4,5-dimethoxyphenyl}ethylcarbamate

There total 5 articles about t-butyl-2-{2-[(2-bromophenyl)acetyl]-4,5-dimethoxyphenyl}ethylcarbamate 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: 70.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 80041-81-2
1-(2-bromobenzyl)-3,4-dihydro-6,7-dimethoxyisoquinoline

: 869105-06-6
t-butyl-2-{2-[(2-bromophenyl)acetyl]-4,5-dimethoxyphenyl}ethylcarbamate

Guidance literature:: di-tert-butyl dicarbonate; 1-(2-bromobenzyl)-6,7-dimethoxy-3,4-dihydroisoquinoline; In N,N-dimethyl-formamide; at 90 ℃; for 1.5h;

With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 130 ℃; for 12h;
DOI:10.1039/b509231k

Reference yield:

: 18698-97-0
ortho-bromophenylacetic acid

: 869105-06-6
t-butyl-2-{2-[(2-bromophenyl)acetyl]-4,5-dimethoxyphenyl}ethylcarbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: (COCl)2; DMF / CH₂Cl₂ / 18 - 22 °C

2.1: 33.0 g / Et₃N / CH₂Cl₂ / 1 h / 0 °C

3.1: 94 percent / POCl₃ / toluene / 12 h / Heating

4.1: dimethylformamide / 1.5 h / 90 °C

4.2: 70 percent / aq. p-TsOH / dimethylformamide / 12 h / 130 °C

With oxalyl dichloride; triethylamine; N,N-dimethyl-formamide; trichlorophosphate; In dichloromethane; N,N-dimethyl-formamide; toluene; 3.1: Bischler-Napieralski cyclisation;
DOI:10.1039/b509231k

Reference yield:

: 55116-09-1
2-bromophenylacetyl chloride

: 869105-06-6
t-butyl-2-{2-[(2-bromophenyl)acetyl]-4,5-dimethoxyphenyl}ethylcarbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 33.0 g / Et₃N / CH₂Cl₂ / 1 h / 0 °C

2.1: 94 percent / POCl₃ / toluene / 12 h / Heating

3.1: dimethylformamide / 1.5 h / 90 °C

3.2: 70 percent / aq. p-TsOH / dimethylformamide / 12 h / 130 °C

With triethylamine; trichlorophosphate; In dichloromethane; N,N-dimethyl-formamide; toluene; 2.1: Bischler-Napieralski cyclisation;
DOI:10.1039/b509231k