(3-phenylprop-2-ynyl)carbamic acid 1-{2-[2-(2-azidoethoxy)ethoxy]ethoxymethyl}-2-cyanoethyl ester

Base Information

Chemical Name:(3-phenylprop-2-ynyl)carbamic acid 1-{2-[2-(2-azidoethoxy)ethoxy]ethoxymethyl}-2-cyanoethyl ester
CAS No.:1233223-69-2
Molecular Formula:C₂₀H₂₅N₅O₅
Molecular Weight:415.449
Hs Code.:

Synonyms:(3-phenylprop-2-ynyl)carbamic acid 1-{2-[2-(2-azidoethoxy)ethoxy]ethoxymethyl}-2-cyanoethyl ester

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Chemical Property of (3-phenylprop-2-ynyl)carbamic acid 1-{2-[2-(2-azidoethoxy)ethoxy]ethoxymethyl}-2-cyanoethyl ester

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Technology Process of (3-phenylprop-2-ynyl)carbamic acid 1-{2-[2-(2-azidoethoxy)ethoxy]ethoxymethyl}-2-cyanoethyl ester

There total 5 articles about (3-phenylprop-2-ynyl)carbamic acid 1-{2-[2-(2-azidoethoxy)ethoxy]ethoxymethyl}-2-cyanoethyl ester 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: 92.0%

: 591-50-4
iodobenzene

: 1233223-68-1
prop-2-ynylcarbamic acid 1-{2-[2-(2-azidoethoxy)ethoxy]ethoxymethyl}-2-cyanoethyl ester

: 1233223-69-2
(3-phenylprop-2-ynyl)carbamic acid 1-{2-[2-(2-azidoethoxy)ethoxy]ethoxymethyl}-2-cyanoethyl ester

Guidance literature:: With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; at 20 ℃; for 3.5h;
DOI:10.1021/bc900542f

Reference yield:

: 5197-62-6
2-[2-(chloroethoxy)ethoxy]ethanol

: 1233223-69-2
(3-phenylprop-2-ynyl)carbamic acid 1-{2-[2-(2-azidoethoxy)ethoxy]ethoxymethyl}-2-cyanoethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium azide; sodium iodide / ethanol / 96 h / Reflux

2.1: sodium hydride / tetrahydrofuran / 2 h / 20 °C

2.2: 16 h / 20 °C

3.1: ethanol; water / 16 h / 20 °C

4.1: potassium carbonate / acetonitrile / 20 h / 0 °C

4.2: 3 h / 0 - 20 °C

5.1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / dichloromethane / 3.5 h / 20 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium azide; sodium hydride; potassium carbonate; sodium iodide; In tetrahydrofuran; ethanol; dichloromethane; water; acetonitrile; 5.1: Sonogashira coupling;
DOI:10.1021/bc900542f

Reference yield:

: 1233223-63-6
4-{2-[2-(2-azidoethoxy)ethoxy]ethoxy}-3-hydroxybutyronitrile

: 1233223-69-2
(3-phenylprop-2-ynyl)carbamic acid 1-{2-[2-(2-azidoethoxy)ethoxy]ethoxymethyl}-2-cyanoethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: potassium carbonate / acetonitrile / 20 h / 0 °C

1.2: 3 h / 0 - 20 °C

2.1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / dichloromethane / 3.5 h / 20 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In dichloromethane; acetonitrile; 2.1: Sonogashira coupling;
DOI:10.1021/bc900542f