1-(3-{[tert-butyl(dimethyl)silyl]oxy}-4,6,7-trimethyl-1-benzofuran-5-yl)-4-(4-methoxyphenyl)piperazine

Base Information

Chemical Name:1-(3-{[tert-butyl(dimethyl)silyl]oxy}-4,6,7-trimethyl-1-benzofuran-5-yl)-4-(4-methoxyphenyl)piperazine
CAS No.:1243544-70-8
Molecular Formula:C₂₈H₄₀N₂O₃Si
Molecular Weight:480.723
Hs Code.:

Synonyms:1-(3-{[tert-butyl(dimethyl)silyl]oxy}-4,6,7-trimethyl-1-benzofuran-5-yl)-4-(4-methoxyphenyl)piperazine

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Chemical Property of 1-(3-{[tert-butyl(dimethyl)silyl]oxy}-4,6,7-trimethyl-1-benzofuran-5-yl)-4-(4-methoxyphenyl)piperazine

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Technology Process of 1-(3-{[tert-butyl(dimethyl)silyl]oxy}-4,6,7-trimethyl-1-benzofuran-5-yl)-4-(4-methoxyphenyl)piperazine

There total 4 articles about 1-(3-{[tert-butyl(dimethyl)silyl]oxy}-4,6,7-trimethyl-1-benzofuran-5-yl)-4-(4-methoxyphenyl)piperazine 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: 47.0%

: 38212-30-5
4-(4-methoxyphenyl)piperazine

: 1243544-68-4
[(5-bromo-4,6,7-trimethyl-1-benzofuran-3-yl)oxy](tert-butyl)dimethylsilane

: 1243544-70-8
1-(3-{[tert-butyl(dimethyl)silyl]oxy}-4,6,7-trimethyl-1-benzofuran-5-yl)-4-(4-methoxyphenyl)piperazine

Guidance literature:: With palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; In toluene; for 4h; Inert atmosphere; Reflux;
DOI:10.1021/acs.jmedchem.6b00191

Reference yield:

: 74592-71-5
(2,3,5-trimethylphenoxy)acetic acid

: 1243544-70-8
1-(3-{[tert-butyl(dimethyl)silyl]oxy}-4,6,7-trimethyl-1-benzofuran-5-yl)-4-(4-methoxyphenyl)piperazine

Guidance literature:: Multi-step reaction with 4 steps

1.1: oxalyl dichloride; N,N-dimethyl-formamide / tetrahydrofuran / 1 h / 20 °C / Cooling with ice

1.2: 15 h / -78 - 20 °C

2.1: N-Bromosuccinimide / dichloromethane / 24 h / 20 °C

3.1: triethylamine / toluene / 1 h / 20 °C

4.1: palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate / toluene / 4 h / Inert atmosphere; Reflux

With N-Bromosuccinimide; oxalyl dichloride; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; triethylamine; N,N-dimethyl-formamide; sodium t-butanolate; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/acs.jmedchem.6b00191

Reference yield:

: 697-82-5
2,3,5-trimethylphenol

: 1243544-70-8
1-(3-{[tert-butyl(dimethyl)silyl]oxy}-4,6,7-trimethyl-1-benzofuran-5-yl)-4-(4-methoxyphenyl)piperazine

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydroxide / butanone / 1 h / 50 °C

1.2: 4 h / 50 °C

2.1: oxalyl dichloride; N,N-dimethyl-formamide / tetrahydrofuran / 1 h / 20 °C / Cooling with ice

2.2: 15 h / -78 - 20 °C

3.1: N-Bromosuccinimide / dichloromethane / 24 h / 20 °C

4.1: triethylamine / toluene / 1 h / 20 °C

5.1: palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate / toluene / 4 h / Inert atmosphere; Reflux

With N-Bromosuccinimide; oxalyl dichloride; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; triethylamine; N,N-dimethyl-formamide; sodium hydroxide; sodium t-butanolate; In tetrahydrofuran; dichloromethane; toluene; butanone;
DOI:10.1021/acs.jmedchem.6b00191