N-[2-(N,N-dimethylamino)ethyl]-2-methoxy-5-[N-methyl-N-(tert-butyloxycarbonyl)]aminophenylacetamide

Base Information

Chemical Name:N-[2-(N,N-dimethylamino)ethyl]-2-methoxy-5-[N-methyl-N-(tert-butyloxycarbonyl)]aminophenylacetamide
CAS No.:287120-11-0
Molecular Formula:C₁₉H₃₁N₃O₄
Molecular Weight:365.473
Hs Code.:

Synonyms:N-[2-(N,N-dimethylamino)ethyl]-2-methoxy-5-[N-methyl-N-(tert-butyloxycarbonyl)]aminophenylacetamide

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Chemical Property of N-[2-(N,N-dimethylamino)ethyl]-2-methoxy-5-[N-methyl-N-(tert-butyloxycarbonyl)]aminophenylacetamide

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Technology Process of N-[2-(N,N-dimethylamino)ethyl]-2-methoxy-5-[N-methyl-N-(tert-butyloxycarbonyl)]aminophenylacetamide

There total 6 articles about N-[2-(N,N-dimethylamino)ethyl]-2-methoxy-5-[N-methyl-N-(tert-butyloxycarbonyl)]aminophenylacetamide 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: 82.0%

: 108-00-9
N,N-dimethylethylenediamine

: 287120-07-4
2-methoxy-5-[N-methyl-N-(tert-butyloxycarbonyl)]aminophenylacetic acid

: 287120-11-0
N-[2-(N,N-dimethylamino)ethyl]-2-methoxy-5-[N-methyl-N-(tert-butyloxycarbonyl)]aminophenylacetamide

Guidance literature:: 2-methoxy-5-[N-methyl-N-(tert-butyloxycarbonyl)]aminophenylacetic acid; With 1,1'-carbonyldiimidazole; In N,N-dimethyl-formamide; at 50 ℃;

N,N-dimethylethylenediamine; In dichloromethane; at 20 ℃; Further stages.;
DOI:10.1039/b000135j

Reference yield:

: 138563-98-1
methyl 2-methoxy-5-nitrophenylacetate

: 287120-11-0
N-[2-(N,N-dimethylamino)ethyl]-2-methoxy-5-[N-methyl-N-(tert-butyloxycarbonyl)]aminophenylacetamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: H₂ / Pd/C / ethanol / 3102.97 Torr

2.1: tetrahydrofuran / -20 °C

3.1: BH₃*DMS / tetrahydrofuran / 20 °C

4.1: 98 percent / tetrahydrofuran / Heating

5.1: 78 percent / NaOH; H₂O / methanol / 20 °C

6.1: CDI / dimethylformamide / 50 °C

6.2: 82 percent / CH₂Cl₂ / 20 °C

With sodium hydroxide; dimethylsulfide borane complex; water; hydrogen; 1,1'-carbonyldiimidazole; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; N,N-dimethyl-formamide; 1.1: Reduction / 2.1: Formylation / 3.1: Reduction / 4.1: Acylation / 5.1: Hydrolysis / 6.1: Addition / 6.2: Substitution;
DOI:10.1039/b000135j

Reference yield:

: 138563-97-0
(5-amino-2-methoxy-phenyl)-acetic acid methyl ester

: 287120-11-0
N-[2-(N,N-dimethylamino)ethyl]-2-methoxy-5-[N-methyl-N-(tert-butyloxycarbonyl)]aminophenylacetamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: tetrahydrofuran / -20 °C

2.1: BH₃*DMS / tetrahydrofuran / 20 °C

3.1: 98 percent / tetrahydrofuran / Heating

4.1: 78 percent / NaOH; H₂O / methanol / 20 °C

5.1: CDI / dimethylformamide / 50 °C

5.2: 82 percent / CH₂Cl₂ / 20 °C

With sodium hydroxide; dimethylsulfide borane complex; water; 1,1'-carbonyldiimidazole; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 1.1: Formylation / 2.1: Reduction / 3.1: Acylation / 4.1: Hydrolysis / 5.1: Addition / 5.2: Substitution;
DOI:10.1039/b000135j