Trifluoro-methanesulfonic acid 3-[(Z)-6-(tert-butyl-diphenyl-silanyloxy)-4-methyl-hex-4-enyl]-5,8-dimethoxy-naphthalen-2-yl ester

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Chemical Name:Trifluoro-methanesulfonic acid 3-[(Z)-6-(tert-butyl-diphenyl-silanyloxy)-4-methyl-hex-4-enyl]-5,8-dimethoxy-naphthalen-2-yl ester
CAS No.:179469-94-4
Molecular Formula:C₃₆H₄₁F₃O₆SSi
Molecular Weight:686.865
Hs Code.:

Synonyms:Trifluoro-methanesulfonic acid 3-[(Z)-6-(tert-butyl-diphenyl-silanyloxy)-4-methyl-hex-4-enyl]-5,8-dimethoxy-naphthalen-2-yl ester

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Chemical Property of Trifluoro-methanesulfonic acid 3-[(Z)-6-(tert-butyl-diphenyl-silanyloxy)-4-methyl-hex-4-enyl]-5,8-dimethoxy-naphthalen-2-yl ester

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Technology Process of Trifluoro-methanesulfonic acid 3-[(Z)-6-(tert-butyl-diphenyl-silanyloxy)-4-methyl-hex-4-enyl]-5,8-dimethoxy-naphthalen-2-yl ester

There total 13 articles about Trifluoro-methanesulfonic acid 3-[(Z)-6-(tert-butyl-diphenyl-silanyloxy)-4-methyl-hex-4-enyl]-5,8-dimethoxy-naphthalen-2-yl ester 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:

: 179470-10-1
6,7-Dihydroxy-1,4-dimethoxynaphthalene

: 179469-94-4
Trifluoro-methanesulfonic acid 3-[(Z)-6-(tert-butyl-diphenyl-silanyloxy)-4-methyl-hex-4-enyl]-5,8-dimethoxy-naphthalen-2-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 93 percent / Et₃N / CH₂Cl₂ / 3 h

2: 91 percent / Et₃N / CH₂Cl₂ / 0.5 h / Ambient temperature

3: 100 percent / PdCl₂(dppf)*CH₂Cl₂ / diethyl ether / 42 h / Ambient temperature

4: 1.) 9-BBN, 2.) K₃PO₄*nH₂O / 2.) PdCl₂(dppf)*CH₂Cl₂ / 1.) THF, r.t., 6 h, 2.) THF, 50 deg C, 4 h

5: Bu₄NF / tetrahydrofuran / 0.17 h

6: Et₃N / CH₂Cl₂ / 0.5 h / Ambient temperature

With potassium phosphate; 9-borabicyclo[3.3.1]nonane dimer; tetrabutyl ammonium fluoride; triethylamine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1055/s-1998-5939

Reference yield:

: 151950-84-4
(Z)-tert-butyl((3-iodobut-2-en-1-yl)oxy)diphenylsilane

: 179469-94-4
Trifluoro-methanesulfonic acid 3-[(Z)-6-(tert-butyl-diphenyl-silanyloxy)-4-methyl-hex-4-enyl]-5,8-dimethoxy-naphthalen-2-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 76 percent / PdCl₂(dppf)*CH₂Cl₂ / diethyl ether / 10 h / Ambient temperature

2: 1.) 9-BBN, 2.) K₂CO₃ / 2.) PdCl₂(dppf)*CH₂Cl₂ / 1.) THF, r.t., 6 h, 2.) THF, 50 deg C, 13 h

3: Bu₄NF / tetrahydrofuran / 0.17 h

4: Et₃N / CH₂Cl₂ / 0.5 h / Ambient temperature

With 9-borabicyclo[3.3.1]nonane dimer; tetrabutyl ammonium fluoride; potassium carbonate; triethylamine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1055/s-1998-5939

Reference yield:

: 13575-75-2
6,7-dimethoxy-1-oxo-1,2,3,4-tetrahydronaphthalene

: 179469-94-4
Trifluoro-methanesulfonic acid 3-[(Z)-6-(tert-butyl-diphenyl-silanyloxy)-4-methyl-hex-4-enyl]-5,8-dimethoxy-naphthalen-2-yl ester

Guidance literature:: Multi-step reaction with 4 steps

2: 1) Et₃N, 2) Et₃N / 1) CH₂Cl₂, 0 deg C, 2) CH₂Cl₂, -78 deg C -> room temperature

3: 61 percent / K₂CO₃ / PdCl₂(dppf)*CH₂Cl₂ / tetrahydrofuran / 50 °C

4: 1) n-Bu₄NF, 2) Et₃N / 1) THF, 0 deg C, 2) CH₂Cl₂, -78 deg C -> room temperature

With tetrabutyl ammonium fluoride; potassium carbonate; triethylamine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran;
DOI:10.1021/jo960773z