Benzo[b]thiophene-3-carboxamide, N,N-diethyl-4-[3-[2-(1-piperidinyl)ethoxy]phenyl]-6-[[tris(1-methylethyl)sil yl]oxy]-2-[4-[[tris(1-methylethyl)silyl]oxy]phenyl]-

Base Information

Chemical Name:Benzo[b]thiophene-3-carboxamide, N,N-diethyl-4-[3-[2-(1-piperidinyl)ethoxy]phenyl]-6-[[tris(1-methylethyl)sil yl]oxy]-2-[4-[[tris(1-methylethyl)silyl]oxy]phenyl]-
CAS No.:581065-67-0
Molecular Formula:C50H76N2O4SSi2
Molecular Weight:857.401
Hs Code.:

Benzo[b]thiophene-3-carboxamide,
N,N-diethyl-4-[3-[2-(1-piperidinyl)ethoxy]phenyl]-6-[[tris(1-methylethyl)sil
yl]oxy]-2-[4-[[tris(1-methylethyl)silyl]oxy]phenyl]-

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Chemical Property of Benzo[b]thiophene-3-carboxamide, N,N-diethyl-4-[3-[2-(1-piperidinyl)ethoxy]phenyl]-6-[[tris(1-methylethyl)sil yl]oxy]-2-[4-[[tris(1-methylethyl)silyl]oxy]phenyl]-

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Technology Process of Benzo[b]thiophene-3-carboxamide, N,N-diethyl-4-[3-[2-(1-piperidinyl)ethoxy]phenyl]-6-[[tris(1-methylethyl)sil yl]oxy]-2-[4-[[tris(1-methylethyl)silyl]oxy]phenyl]-

There total 16 articles about Benzo[b]thiophene-3-carboxamide, N,N-diethyl-4-[3-[2-(1-piperidinyl)ethoxy]phenyl]-6-[[tris(1-methylethyl)sil yl]oxy]-2-[4-[[tris(1-methylethyl)silyl]oxy]phenyl]- 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: 82.0%

: 13154-24-0
triisopropylsilyl chloride

: 6-hydroxy-2-(4-hydroxy-phenyl)-4-[3-(2-piperidin-1-yl-ethoxy)-phenyl]-benzo[b]thiophene-3-carboxylic acid diethylamide

: 581065-67-0
N,N-diethyl 4-[3-(2-piperidinoethoxy)phenyl]-6-[(1,1,1-tri-iso-propylsilyl)oxy]-2-[4-(1,1,1-tri-iso-propylsilyloxy)phenyl]benzo[b]thiophene-3-carboxamide

Guidance literature:: With dmap; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 4h;
DOI:10.1021/jo034325k

Reference yield:

: 591-20-8
3-Bromophenol

: 581065-67-0
N,N-diethyl 4-[3-(2-piperidinoethoxy)phenyl]-6-[(1,1,1-tri-iso-propylsilyl)oxy]-2-[4-(1,1,1-tri-iso-propylsilyloxy)phenyl]benzo[b]thiophene-3-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: 69 percent / aq. NaOH / 1 h / Heating

2.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

2.2: tetrahydrofuran; hexane / -78 - 20 °C

3.1: 2.45 g / tetrahydrofuran; hexane / 12 h

4.1: 80 percent / Pd(PPh₃)4; aq. Na₂CO₃ / 1,2-dimethoxy-ethane / 3 h / Heating

5.1: 1,4-cyclohexadiene; 10 percent Pd-C / ethanol; acetic acid / 72 h / 20 °C

6.1: 82 percent / i-Pr₂EtN; DMAP / CH₂Cl₂ / 4 h / 20 °C

With dmap; sodium hydroxide; palladium on activated charcoal; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; cyclohexa-1,4-diene; sodium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; hexane; dichloromethane; acetic acid; 4.1: Suzuki-Miyaura cross-coupling reaction;
DOI:10.1021/jo034325k

Reference yield:

: 13246-46-3
2,4-dibenzyloxybenzaldehyde

: 581065-67-0
N,N-diethyl 4-[3-(2-piperidinoethoxy)phenyl]-6-[(1,1,1-tri-iso-propylsilyl)oxy]-2-[4-(1,1,1-tri-iso-propylsilyloxy)phenyl]benzo[b]thiophene-3-carboxamide

Guidance literature:: Multi-step reaction with 10 steps

1.1: 41 percent / LDA / tetrahydrofuran; hexane / 8 h / -78 - 20 °C

2.1: MeSO₃H / CH₂Cl₂ / 1.5 h / 0 - 20 °C

3.1: 4.31 g / aq. HCl / ethanol / Heating

4.1: HNEt₂ / acetic acid / 12 h / Heating

4.2: 69 percent / acetonitrile / 12 h / Heating

5.1: 63 percent / DDQ / toluene / 4 h / Heating

6.1: 82 percent / 9-Br-BBN / CH₂Cl₂ / 6 h / -78 - 20 °C

7.1: 85 percent / NEt₃ / CH₂Cl₂ / 1.5 h / 0 °C

8.1: 80 percent / Pd(PPh₃)4; aq. Na₂CO₃ / 1,2-dimethoxy-ethane / 3 h / Heating

9.1: 1,4-cyclohexadiene; 10 percent Pd-C / ethanol; acetic acid / 72 h / 20 °C

10.1: 82 percent / i-Pr₂EtN; DMAP / CH₂Cl₂ / 4 h / 20 °C

With hydrogenchloride; dmap; palladium on activated charcoal; tetrakis(triphenylphosphine) palladium⁽⁰⁾; methanesulfonic acid; cyclohexa-1,4-diene; 9-Br-BBN; sodium carbonate; diethylamine; triethylamine; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium diisopropyl amide; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; hexane; dichloromethane; acetic acid; toluene; 8.1: Suzuki-Miyaura cross-coupling reaction;
DOI:10.1021/jo034325k