6-(4-pentylphenyl)-3-[2-(phosphonomethoxy)ethyl]furo[2,3-d]pyrimidin-2(3H)-one

Base Information

Chemical Name:6-(4-pentylphenyl)-3-[2-(phosphonomethoxy)ethyl]furo[2,3-d]pyrimidin-2(3H)-one
CAS No.:1238368-32-5
Molecular Formula:C₂₀H₂₅N₂O₆P
Molecular Weight:420.402
Hs Code.:

Synonyms:6-(4-pentylphenyl)-3-[2-(phosphonomethoxy)ethyl]furo[2,3-d]pyrimidin-2(3H)-one

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Chemical Property of 6-(4-pentylphenyl)-3-[2-(phosphonomethoxy)ethyl]furo[2,3-d]pyrimidin-2(3H)-one

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Technology Process of 6-(4-pentylphenyl)-3-[2-(phosphonomethoxy)ethyl]furo[2,3-d]pyrimidin-2(3H)-one

There total 3 articles about 6-(4-pentylphenyl)-3-[2-(phosphonomethoxy)ethyl]furo[2,3-d]pyrimidin-2(3H)-one 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: 78.0%

: 1238368-21-2
3-{2-[(diisopropoxyphosphoryl)methoxy]ethyl}-6-(4-pentylphenyl)furo[2,3-d]pyrimidin-2(3H)-one

: 1238368-32-5
6-(4-pentylphenyl)-3-[2-(phosphonomethoxy)ethyl]furo[2,3-d]pyrimidin-2(3H)-one

Guidance literature:: 3-{2-[(diisopropoxyphosphoryl)methoxy]ethyl}-6-(4-pentylphenyl)furo[2,3-d]pyrimidin-2(3H)-one; With trimethylsilyl bromide; In acetonitrile; at 20 ℃;

With water; In ethanol;
DOI:10.1139/V10-054

Reference yield:

: 911205-91-9
diisopropyl ((2-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)ethoxy)methyl)phosphonate

: 1238368-32-5
6-(4-pentylphenyl)-3-[2-(phosphonomethoxy)ethyl]furo[2,3-d]pyrimidin-2(3H)-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: ammonium cerium (IV) nitrate; iodine / acetonitrile / 3 h / 80 °C / Inert atmosphere

2.1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / N,N-dimethyl-formamide / 50 °C / Inert atmosphere

2.2: 90 °C

3.1: trimethylsilyl bromide / acetonitrile / 20 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; ammonium cerium (IV) nitrate; trimethylsilyl bromide; iodine; triethylamine; In N,N-dimethyl-formamide; acetonitrile; 2.1: Sonogashira coupling;
DOI:10.1139/V10-054

Reference yield:

: 1238368-02-9
diisopropyl ((2-(5-iodo-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)ethoxy)methyl)phosphonate

: 1238368-32-5
6-(4-pentylphenyl)-3-[2-(phosphonomethoxy)ethyl]furo[2,3-d]pyrimidin-2(3H)-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / N,N-dimethyl-formamide / 50 °C / Inert atmosphere

1.2: 90 °C

2.1: trimethylsilyl bromide / acetonitrile / 20 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; trimethylsilyl bromide; triethylamine; In N,N-dimethyl-formamide; acetonitrile; 1.1: Sonogashira coupling;
DOI:10.1139/V10-054