ethyl 4-(6-chloro-9-(methoxymethyl)-2-(trimethylsilyl)-9H-purin-8-yl)benzoate

Base Information

Chemical Name:ethyl 4-(6-chloro-9-(methoxymethyl)-2-(trimethylsilyl)-9H-purin-8-yl)benzoate
CAS No.:1265221-92-8
Molecular Formula:C₁₉H₂₃ClN₄O₃Si
Molecular Weight:418.955
Hs Code.:

Synonyms:ethyl 4-(6-chloro-9-(methoxymethyl)-2-(trimethylsilyl)-9H-purin-8-yl)benzoate

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Chemical Property of ethyl 4-(6-chloro-9-(methoxymethyl)-2-(trimethylsilyl)-9H-purin-8-yl)benzoate

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Technology Process of ethyl 4-(6-chloro-9-(methoxymethyl)-2-(trimethylsilyl)-9H-purin-8-yl)benzoate

There total 2 articles about ethyl 4-(6-chloro-9-(methoxymethyl)-2-(trimethylsilyl)-9H-purin-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: 91.0%

: 1265221-82-6
6-chloro-9-(methoxymethyl)-2-(trimethylsilyl)-9H-purine

: 51934-41-9
4-iodobenzoic acid ethyl ester

: 1265221-92-8
ethyl 4-(6-chloro-9-(methoxymethyl)-2-(trimethylsilyl)-9H-purin-8-yl)benzoate

Guidance literature:: 6-chloro-9-(methoxymethyl)-2-(trimethylsilyl)-9H-purine; With zinc chloride-2,2,6,6-tetramethylpiperidin-1-ide lithium chloride complex; In tetrahydrofuran; at 25 ℃; for 0.25h; Inert atmosphere;

4-iodobenzoic acid ethyl ester; With trifuran-2-yl-phosphane; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; at 45 ℃; for 14h; Inert atmosphere;
DOI:10.1021/ol103057k

Reference yield:

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

: 1265221-92-8
ethyl 4-(6-chloro-9-(methoxymethyl)-2-(trimethylsilyl)-9H-purin-8-yl)benzoate

Guidance literature:: Multi-step reaction with 2 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

With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; zinc chloride-2,2,6,6-tetramethylpiperidin-1-ide lithium chloride complex; In tetrahydrofuran; hexane; 2.2: Negishi coupling reaction;
DOI:10.1021/ol103057k

Reference yield: 95.0%

: 1265221-92-8
ethyl 4-(6-chloro-9-(methoxymethyl)-2-(trimethylsilyl)-9H-purin-8-yl)benzoate

: 1265221-96-2
ethyl 4-(9-(methoxymethyl)-2-(trimethylsilyl)-9H-purin-8-yl)benzoate

Guidance literature:: With palladium on carbon; ammonium formate; In methanol; ethanol; at 45 ℃; for 0.5h; Inert atmosphere;
DOI:10.1021/ol103057k