methyl-4-{2,6-bis[2-(2,5-dipropyloxy-4-{2-[3-(tetrahydro-2H-pyran-2-yloxy)-5-(2-trimethylsilylethynyl)phenyl]ethynyl}phenyl)ethynyl]-4-methyl}phenoxybutyrate

Base Information

Chemical Name:methyl-4-{2,6-bis[2-(2,5-dipropyloxy-4-{2-[3-(tetrahydro-2H-pyran-2-yloxy)-5-(2-trimethylsilylethynyl)phenyl]ethynyl}phenyl)ethynyl]-4-methyl}phenoxybutyrate
CAS No.:654074-78-9
Molecular Formula:C₇₆H₈₈O₁₁Si₂
Molecular Weight:1233.7
Hs Code.:

methyl-4-{2,6-bis[2-(2,5-dipropyloxy-4-{2-[3-(tetrahydro-2H-pyran-2-yloxy)-5-(2-trimethylsilylethynyl)phenyl]ethynyl}phenyl)ethynyl]-4-methyl}phenoxybutyrate

Synonyms:methyl-4-{2,6-bis[2-(2,5-dipropyloxy-4-{2-[3-(tetrahydro-2H-pyran-2-yloxy)-5-(2-trimethylsilylethynyl)phenyl]ethynyl}phenyl)ethynyl]-4-methyl}phenoxybutyrate

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Chemical Property of methyl-4-{2,6-bis[2-(2,5-dipropyloxy-4-{2-[3-(tetrahydro-2H-pyran-2-yloxy)-5-(2-trimethylsilylethynyl)phenyl]ethynyl}phenyl)ethynyl]-4-methyl}phenoxybutyrate

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Technology Process of methyl-4-{2,6-bis[2-(2,5-dipropyloxy-4-{2-[3-(tetrahydro-2H-pyran-2-yloxy)-5-(2-trimethylsilylethynyl)phenyl]ethynyl}phenyl)ethynyl]-4-methyl}phenoxybutyrate

There total 4 articles about methyl-4-{2,6-bis[2-(2,5-dipropyloxy-4-{2-[3-(tetrahydro-2H-pyran-2-yloxy)-5-(2-trimethylsilylethynyl)phenyl]ethynyl}phenyl)ethynyl]-4-methyl}phenoxybutyrate 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: 86.0%

: 1066-54-2
trimethylsilylacetylene

: 654074-77-8
methyl-4-{2,6-bis[2-(2,5-dipropyloxy-4-{2-[5-iodo-3-(tetrahydro-2H-pyran-2-yloxy)phenyl]ethynyl}phenyl)ethynyl]-4-methyl}phenoxybutyrate

: 654074-78-9
methyl-4-{2,6-bis[2-(2,5-dipropyloxy-4-{2-[3-(tetrahydro-2H-pyran-2-yloxy)-5-(2-trimethylsilylethynyl)phenyl]ethynyl}phenyl)ethynyl]-4-methyl}phenoxybutyrate

Guidance literature:: With piperidine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; at 60 ℃; for 16h;
DOI:10.1021/ja038484x

Reference yield:

: 2432-18-0
2,6-diiodo-4-methylphenol

: 654074-78-9
methyl-4-{2,6-bis[2-(2,5-dipropyloxy-4-{2-[3-(tetrahydro-2H-pyran-2-yloxy)-5-(2-trimethylsilylethynyl)phenyl]ethynyl}phenyl)ethynyl]-4-methyl}phenoxybutyrate

Guidance literature:: Multi-step reaction with 5 steps

1.1: K₂CO₃; KI / dimethylformamide / 48 h / 60 °C

1.2: 73 percent / aq. acetic acid / CH₂Cl₂

2.1: 87 percent / triethylamine; tetrahydrofuran / 25 h / 20 - 50 °C

3.1: 74 percent / aq. Bu₄NF / tetrahydrofuran / 2 h / 20 °C

4.1: 81 percent / Pd(PPh₃)2Cl₂; CuI / triethylamine / 18 h / 60 °C

5.1: 86 percent / Pd(PPh₃)2Cl₂; CuI; piperidine / 16 h / 60 °C

With piperidine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrabutyl ammonium fluoride; potassium carbonate; potassium iodide; In tetrahydrofuran; triethylamine; N,N-dimethyl-formamide; 2.1: Hagihara-Sonogashira coupling;
DOI:10.1021/ja038484x

Reference yield:

: 654074-74-5
methyl 4-(2,6-diiodo-4-methyl)phenoxybutyrate

: 654074-78-9
methyl-4-{2,6-bis[2-(2,5-dipropyloxy-4-{2-[3-(tetrahydro-2H-pyran-2-yloxy)-5-(2-trimethylsilylethynyl)phenyl]ethynyl}phenyl)ethynyl]-4-methyl}phenoxybutyrate

Guidance literature:: Multi-step reaction with 4 steps

1: 87 percent / triethylamine; tetrahydrofuran / 25 h / 20 - 50 °C

2: 74 percent / aq. Bu₄NF / tetrahydrofuran / 2 h / 20 °C

3: 81 percent / Pd(PPh₃)2Cl₂; CuI / triethylamine / 18 h / 60 °C

4: 86 percent / Pd(PPh₃)2Cl₂; CuI; piperidine / 16 h / 60 °C

With piperidine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrabutyl ammonium fluoride; In tetrahydrofuran; triethylamine; 1: Hagihara-Sonogashira coupling;
DOI:10.1021/ja038484x