benzyl 4-[[7-(4-benzyloxy-4-oxo-butoxy)-6-[(2-chloroacetyl)amino]-2-naphthyl]oxy]butanoate

Base Information

Chemical Name:benzyl 4-[[7-(4-benzyloxy-4-oxo-butoxy)-6-[(2-chloroacetyl)amino]-2-naphthyl]oxy]butanoate
CAS No.:1632161-80-8
Molecular Formula:C₃₄H₃₄ClNO₇
Molecular Weight:604.099
Hs Code.:

Synonyms:benzyl 4-[[7-(4-benzyloxy-4-oxo-butoxy)-6-[(2-chloroacetyl)amino]-2-naphthyl]oxy]butanoate

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Chemical Property of benzyl 4-[[7-(4-benzyloxy-4-oxo-butoxy)-6-[(2-chloroacetyl)amino]-2-naphthyl]oxy]butanoate

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Technology Process of benzyl 4-[[7-(4-benzyloxy-4-oxo-butoxy)-6-[(2-chloroacetyl)amino]-2-naphthyl]oxy]butanoate

There total 4 articles about benzyl 4-[[7-(4-benzyloxy-4-oxo-butoxy)-6-[(2-chloroacetyl)amino]-2-naphthyl]oxy]butanoate 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: 80.0%

: 1632161-78-4
benzyl 4-[[6-amino-7-(4-benzyloxy-4-oxo-butoxy)-2-naphthyl]oxy]butanoate

: 79-04-9
chloroacetyl chloride

: 1632161-80-8
benzyl 4-[[7-(4-benzyloxy-4-oxo-butoxy)-6-[(2-chloroacetyl)amino]-2-naphthyl]oxy]butanoate

Guidance literature:: benzyl 4-[[6-amino-7-(4-benzyloxy-4-oxo-butoxy)-2-naphthyl]oxy]butanoate; With triethylamine; In dichloromethane; at 0 ℃; for 0.166667h;

chloroacetyl chloride; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1039/c4md00032c

Reference yield:

: 1632161-74-0
benzyl 4-[[7-(4-benzyloxy-4-oxo-butoxy)-6-bromo-2-naphthyl]oxy]butanoate

: 1632161-80-8
benzyl 4-[[7-(4-benzyloxy-4-oxo-butoxy)-6-[(2-chloroacetyl)amino]-2-naphthyl]oxy]butanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: potassium carbonate; palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; Benzophenone imine / 1,4-dioxane / 15 h / 110 °C / Schlenk technique; Inert atmosphere

2.1: triethylamine / dichloromethane / 0.17 h / 0 °C

2.2: 2 h / 20 °C

With Benzophenone imine; palladium diacetate; potassium carbonate; triethylamine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; In 1,4-dioxane; dichloromethane; 1.1: |Buchwald-Hartwig Coupling;
DOI:10.1039/c4md00032c

Reference yield:

: 582-17-2
2,7-Dihydroxynaphthalene

: 1632161-80-8
benzyl 4-[[7-(4-benzyloxy-4-oxo-butoxy)-6-[(2-chloroacetyl)amino]-2-naphthyl]oxy]butanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: bromine / acetic acid / 1.5 h

1.2: 24 h / 80 °C

2.1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 50 °C

3.1: potassium carbonate; palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; Benzophenone imine / 1,4-dioxane / 15 h / 110 °C / Schlenk technique; Inert atmosphere

4.1: triethylamine / dichloromethane / 0.17 h / 0 °C

4.2: 2 h / 20 °C

With Benzophenone imine; bromine; palladium diacetate; potassium carbonate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; dichloromethane; acetic acid; N,N-dimethyl-formamide; 3.1: |Buchwald-Hartwig Coupling;
DOI:10.1039/c4md00032c