ethyl 4-(6-(4-chlorophenyl)-9-(methoxymethyl)-2-(4-methoxyphenyl)-9Hpurin-8-yl)benzoate

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Chemical Name:ethyl 4-(6-(4-chlorophenyl)-9-(methoxymethyl)-2-(4-methoxyphenyl)-9Hpurin-8-yl)benzoate
CAS No.:1265222-10-3
Molecular Formula:C₂₉H₂₅ClN₄O₄
Molecular Weight:528.995
Hs Code.:

Synonyms:ethyl 4-(6-(4-chlorophenyl)-9-(methoxymethyl)-2-(4-methoxyphenyl)-9Hpurin-8-yl)benzoate

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Chemical Property of ethyl 4-(6-(4-chlorophenyl)-9-(methoxymethyl)-2-(4-methoxyphenyl)-9Hpurin-8-yl)benzoate

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Technology Process of ethyl 4-(6-(4-chlorophenyl)-9-(methoxymethyl)-2-(4-methoxyphenyl)-9Hpurin-8-yl)benzoate

There total 8 articles about ethyl 4-(6-(4-chlorophenyl)-9-(methoxymethyl)-2-(4-methoxyphenyl)-9Hpurin-8-yl)benzoate 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: 58.0%

: 696-62-8
para-iodoanisole

: 1265222-05-6
ethyl 4-(6-(4-chlorophenyl)-2-iodo-9-(methoxymethyl)-9H-purin-8-yl)benzoate

: 1265222-10-3
ethyl 4-(6-(4-chlorophenyl)-9-(methoxymethyl)-2-(4-methoxyphenyl)-9Hpurin-8-yl)benzoate

Guidance literature:: ethyl 4-(6-(4-chlorophenyl)-2-iodo-9-(methoxymethyl)-9H-purin-8-yl)benzoate; With isopropylmagnesium chloride; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

With zinc(II) chloride; In tetrahydrofuran; at -78 - -20 ℃; for 1h; Inert atmosphere;

para-iodoanisole; With trifuran-2-yl-phosphane; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; at -20 - 25 ℃; Inert atmosphere;
DOI:10.1021/ol103057k

Reference yield:

: 6504-64-9
6-chloro-9-(methoxymethyl)-9H-purine

: 1265222-10-3
ethyl 4-(6-(4-chlorophenyl)-9-(methoxymethyl)-2-(4-methoxyphenyl)-9Hpurin-8-yl)benzoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 2,2,6,6-tetramethyl-piperidine; n-butyllithium / tetrahydrofuran; hexane / 3 h / -78 °C / Inert atmosphere

1.2: 1.33 h / -78 °C / Inert atmosphere

2.1: zinc chloride-2,2,6,6-tetramethylpiperidin-1-ide lithium chloride complex / tetrahydrofuran / 0.25 h / 25 °C / Inert atmosphere

2.2: 14 h / 45 °C / Inert atmosphere

3.1: palladium on carbon; ammonium formate / methanol; ethanol / 0.5 h / 45 °C / Inert atmosphere

4.1: zinc chloride-2,2,6,6-tetramethylpiperidin-1-ide lithium chloride complex / tetrahydrofuran / 2 h / 90 °C / Inert atmosphere; Microwave irradiation

4.2: 8 h / 25 °C / Inert atmosphere

5.1: iodine; cesium fluoride / tetrahydrofuran; acetonitrile / 12 h / 110 °C / Inert atmosphere; Microwave irradiation

6.1: isopropylmagnesium chloride / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

6.2: 1 h / -78 - -20 °C / Inert atmosphere

6.3: -20 - 25 °C / Inert atmosphere

With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; zinc chloride-2,2,6,6-tetramethylpiperidin-1-ide lithium chloride complex; palladium on carbon; iodine; isopropylmagnesium chloride; ammonium formate; cesium fluoride; In tetrahydrofuran; methanol; ethanol; hexane; acetonitrile; 2.2: Negishi coupling reaction / 4.2: Negishi coupling reaction;
DOI:10.1021/ol103057k

Reference yield:

: 1265222-02-3
ethyl 4-(6-(4-chlorophenyl)-9-(methoxymethyl)-2-(trimethylsilyl)-9H-purin-8-yl)benzoate

: 1265222-10-3
ethyl 4-(6-(4-chlorophenyl)-9-(methoxymethyl)-2-(4-methoxyphenyl)-9Hpurin-8-yl)benzoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: iodine; cesium fluoride / tetrahydrofuran; acetonitrile / 12 h / 110 °C / Inert atmosphere; Microwave irradiation

2.1: isopropylmagnesium chloride / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

2.2: 1 h / -78 - -20 °C / Inert atmosphere

2.3: -20 - 25 °C / Inert atmosphere

With iodine; isopropylmagnesium chloride; cesium fluoride; In tetrahydrofuran; acetonitrile;
DOI:10.1021/ol103057k