7-(2-piperidinoethoxy)-2-[(1,1,1-tri-iso-propylsilyl)oxy]-5-[4-(1,1,1-tri-iso-propylsilyloxy)phenyl]-6H-phenanthro[1,10-bc]thiophen-6-one

Base Information

Chemical Name:7-(2-piperidinoethoxy)-2-[(1,1,1-tri-iso-propylsilyl)oxy]-5-[4-(1,1,1-tri-iso-propylsilyloxy)phenyl]-6H-phenanthro[1,10-bc]thiophen-6-one
CAS No.:581065-68-1
Molecular Formula:C₄₆H₆₅NO₄SSi₂
Molecular Weight:784.263
Hs Code.:

Synonyms:7-(2-piperidinoethoxy)-2-[(1,1,1-tri-iso-propylsilyl)oxy]-5-[4-(1,1,1-tri-iso-propylsilyloxy)phenyl]-6H-phenanthro[1,10-bc]thiophen-6-one

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Chemical Property of 7-(2-piperidinoethoxy)-2-[(1,1,1-tri-iso-propylsilyl)oxy]-5-[4-(1,1,1-tri-iso-propylsilyloxy)phenyl]-6H-phenanthro[1,10-bc]thiophen-6-one

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Technology Process of 7-(2-piperidinoethoxy)-2-[(1,1,1-tri-iso-propylsilyl)oxy]-5-[4-(1,1,1-tri-iso-propylsilyloxy)phenyl]-6H-phenanthro[1,10-bc]thiophen-6-one

There total 18 articles about 7-(2-piperidinoethoxy)-2-[(1,1,1-tri-iso-propylsilyl)oxy]-5-[4-(1,1,1-tri-iso-propylsilyloxy)phenyl]-6H-phenanthro[1,10-bc]thiophen-6-one 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: 70.0%

: 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

: 581065-68-1
7-(2-piperidinoethoxy)-2-[(1,1,1-tri-iso-propylsilyl)oxy]-5-[4-(1,1,1-tri-iso-propylsilyloxy)phenyl]-6H-phenanthro[1,10-bc]thiophen-6-one

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; at -40 - 0 ℃; for 5h;
DOI:10.1021/jo034325k

Reference yield:

: 13154-24-0
triisopropylsilyl chloride

: 581065-68-1
7-(2-piperidinoethoxy)-2-[(1,1,1-tri-iso-propylsilyl)oxy]-5-[4-(1,1,1-tri-iso-propylsilyloxy)phenyl]-6H-phenanthro[1,10-bc]thiophen-6-one

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / i-Pr₂EtN; DMAP / CH₂Cl₂ / 4 h / 20 °C

2: 70 percent / LDA / tetrahydrofuran / 5 h / -40 - 0 °C

With dmap; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo034325k

Reference yield:

: 591-20-8
3-Bromophenol

: 581065-68-1
7-(2-piperidinoethoxy)-2-[(1,1,1-tri-iso-propylsilyl)oxy]-5-[4-(1,1,1-tri-iso-propylsilyloxy)phenyl]-6H-phenanthro[1,10-bc]thiophen-6-one

Guidance literature:: Multi-step reaction with 7 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

7.1: 70 percent / LDA / tetrahydrofuran / 5 h / -40 - 0 °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; lithium diisopropyl amide; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; hexane; dichloromethane; acetic acid; 4.1: Suzuki-Miyaura cross-coupling reaction;
DOI:10.1021/jo034325k