2-[2-(2-methoxyethoxy)ethoxy]ethyl 3-ethynyl-4-methyl-5-[(triisopropylsilanyl)-ethynyl]-benzoate

Base Information

Chemical Name:2-[2-(2-methoxyethoxy)ethoxy]ethyl 3-ethynyl-4-methyl-5-[(triisopropylsilanyl)-ethynyl]-benzoate
CAS No.:905712-51-8
Molecular Formula:C₂₈H₄₂O₅Si
Molecular Weight:486.724
Hs Code.:

Synonyms:2-[2-(2-methoxyethoxy)ethoxy]ethyl 3-ethynyl-4-methyl-5-[(triisopropylsilanyl)-ethynyl]-benzoate

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Chemical Property of 2-[2-(2-methoxyethoxy)ethoxy]ethyl 3-ethynyl-4-methyl-5-[(triisopropylsilanyl)-ethynyl]-benzoate

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Technology Process of 2-[2-(2-methoxyethoxy)ethoxy]ethyl 3-ethynyl-4-methyl-5-[(triisopropylsilanyl)-ethynyl]-benzoate

There total 6 articles about 2-[2-(2-methoxyethoxy)ethoxy]ethyl 3-ethynyl-4-methyl-5-[(triisopropylsilanyl)-ethynyl]-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: 94.0%

: 905712-50-7
2-[2-(2-methoxyethoxy)ethoxy]ethyl 4-methyl-3-[(triisopropylsilanyl)-ethynyl]-5-trimethylsilanylethynyl-benzoate

: 905712-51-8
2-[2-(2-methoxyethoxy)ethoxy]ethyl 3-ethynyl-4-methyl-5-[(triisopropylsilanyl)-ethynyl]-benzoate

Guidance literature:: With potassium 4-chlorophenoxide; 4-chloro-phenol; In tetrahydrofuran; for 3h;
DOI:10.1021/jo0607212

Reference yield:

: 905712-38-1
methyl 3-bromo-5-iodo-4-methyl-benzoate

: 905712-51-8
2-[2-(2-methoxyethoxy)ethoxy]ethyl 3-ethynyl-4-methyl-5-[(triisopropylsilanyl)-ethynyl]-benzoate

Guidance literature:: Multi-step reaction with 4 steps

1: 61.1 percent / K₂CO₃ / 35 °C / 0.01 Torr

2: 87.8 percent / triethylamine / Pd(PPh₃)2Cl₂; CuI / tetrahydrofuran / 0.5 h / 20 °C

3: 88 percent / diisopropylamine; ZnBr2 / t-Bu3P(Pd(μ-Cl)(μ-2-methylallyl)Pd)P^t-Bu3 / toluene / 0.5 h

4: 94 percent / 4-chlorophenol; potassium 4-chlorophenolate / tetrahydrofuran / 3 h

With potassium 4-chlorophenoxide; potassium carbonate; 4-chloro-phenol; triethylamine; diisopropylamine; zinc dibromide; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; t-Bu3P(Pd(μ-Cl)(μ-2-methylallyl)Pd)P^t-Bu3; In tetrahydrofuran; toluene; 2: Sonogashira cross-coupling;
DOI:10.1021/jo0607212

Reference yield:

: 905712-39-2
2-[2-(2-methoxyethoxy)ethoxy]ethyl 3-bromo-5-iodo-4-methyl-benzoate

: 905712-51-8
2-[2-(2-methoxyethoxy)ethoxy]ethyl 3-ethynyl-4-methyl-5-[(triisopropylsilanyl)-ethynyl]-benzoate

Guidance literature:: Multi-step reaction with 3 steps

1: 87.8 percent / triethylamine / Pd(PPh₃)2Cl₂; CuI / tetrahydrofuran / 0.5 h / 20 °C

2: 88 percent / diisopropylamine; ZnBr2 / t-Bu3P(Pd(μ-Cl)(μ-2-methylallyl)Pd)P^t-Bu3 / toluene / 0.5 h

3: 94 percent / 4-chlorophenol; potassium 4-chlorophenolate / tetrahydrofuran / 3 h

With potassium 4-chlorophenoxide; 4-chloro-phenol; triethylamine; diisopropylamine; zinc dibromide; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; t-Bu3P(Pd(μ-Cl)(μ-2-methylallyl)Pd)P^t-Bu3; In tetrahydrofuran; toluene; 1: Sonogashira cross-coupling;
DOI:10.1021/jo0607212