ethyl4-[[6-[2-[bis(benzyloxycarbonyl)amino]ethynyl]-7-(4-ethoxy-4-oxo-butoxy)-2-naphthyl]oxy]butanoate

Base Information

Chemical Name:ethyl4-[[6-[2-[bis(benzyloxycarbonyl)amino]ethynyl]-7-(4-ethoxy-4-oxo-butoxy)-2-naphthyl]oxy]butanoate
CAS No.:1632161-88-6
Molecular Formula:C₄₁H₄₃NO₁₀
Molecular Weight:709.793
Hs Code.:

Synonyms:ethyl4-[[6-[2-[bis(benzyloxycarbonyl)amino]ethynyl]-7-(4-ethoxy-4-oxo-butoxy)-2-naphthyl]oxy]butanoate

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Chemical Property of ethyl4-[[6-[2-[bis(benzyloxycarbonyl)amino]ethynyl]-7-(4-ethoxy-4-oxo-butoxy)-2-naphthyl]oxy]butanoate

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Technology Process of ethyl4-[[6-[2-[bis(benzyloxycarbonyl)amino]ethynyl]-7-(4-ethoxy-4-oxo-butoxy)-2-naphthyl]oxy]butanoate

There total 3 articles about ethyl4-[[6-[2-[bis(benzyloxycarbonyl)amino]ethynyl]-7-(4-ethoxy-4-oxo-butoxy)-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: 41.0%

: 1632161-75-1
ethyl 4-[[6-bromo-7-(4-ethoxy-4-oxo-butoxy)-2-naphthyl]oxy]butanoate

: N,N-di(benzyloxycarbonyl)propargylamine

: 1632161-88-6
ethyl4-[[6-[2-[bis(benzyloxycarbonyl)amino]ethynyl]-7-(4-ethoxy-4-oxo-butoxy)-2-naphthyl]oxy]butanoate

Guidance literature:: With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In N,N-dimethyl-formamide; at 80 ℃; for 15h; Schlenk technique; Inert atmosphere;
DOI:10.1039/c4md00032c

Reference yield:

: 102653-36-1
3-bromonaphthalene-2,7-diol

: 1632161-88-6
ethyl4-[[6-[2-[bis(benzyloxycarbonyl)amino]ethynyl]-7-(4-ethoxy-4-oxo-butoxy)-2-naphthyl]oxy]butanoate

Guidance literature:: Multi-step reaction with 2 steps

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

2: triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / N,N-dimethyl-formamide / 15 h / 80 °C / Schlenk technique; Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; triethylamine; In N,N-dimethyl-formamide; 2: |Sonogashira Cross-Coupling;
DOI:10.1039/c4md00032c

Reference yield:

: 582-17-2
2,7-Dihydroxynaphthalene

: 1632161-88-6
ethyl4-[[6-[2-[bis(benzyloxycarbonyl)amino]ethynyl]-7-(4-ethoxy-4-oxo-butoxy)-2-naphthyl]oxy]butanoate

Guidance literature:: Multi-step reaction with 3 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: triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / N,N-dimethyl-formamide / 15 h / 80 °C / Schlenk technique; Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; bromine; potassium carbonate; triethylamine; In acetic acid; N,N-dimethyl-formamide; 3.1: |Sonogashira Cross-Coupling;
DOI:10.1039/c4md00032c