3-(4-tert-butyldimethylsilyloxyphenyl)propiolic acid

Base Information

Chemical Name:3-(4-tert-butyldimethylsilyloxyphenyl)propiolic acid
CAS No.:187407-19-8
Molecular Formula:C₁₅H₂₀O₃Si
Molecular Weight:276.408
Hs Code.:

Synonyms:3-(4-tert-butyldimethylsilyloxyphenyl)propiolic acid

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Chemical Property of 3-(4-tert-butyldimethylsilyloxyphenyl)propiolic acid

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Technology Process of 3-(4-tert-butyldimethylsilyloxyphenyl)propiolic acid

There total 5 articles about 3-(4-tert-butyldimethylsilyloxyphenyl)propiolic acid 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: 100.0%

: 124-38-9,18923-20-1
carbon dioxide

: 347377-08-6
tert-butyl(4-(2,2-dibromoethenyl)phenoxy)dimethylsilane

: 187407-19-8
3-(4-tert-butyldimethylsilyloxyphenyl)propiolic acid

Guidance literature:: tert-butyl(4-(2,2-dibromoethenyl)phenoxy)dimethylsilane; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

carbon dioxide; In tetrahydrofuran; hexane; at 0 ℃; for 0.166667h;

With water; In tetrahydrofuran; hexane;

Reference yield:

: 540-38-5
p-Iodophenol

: 187407-19-8
3-(4-tert-butyldimethylsilyloxyphenyl)propiolic acid

Guidance literature:: Multi-step reaction with 3 steps

1: Et₃N, DMAP / CH₂Cl₂

2: Pd(PPh₃)4 / CH₂Cl₂

3: 1.) BuLi / 1.) THF, -78 deg C, 1 h, 2.) THF, from -78 deg C to 25 deg C

With dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; triethylamine; In dichloromethane;
DOI:10.1055/s-1997-1513

Reference yield:

: 133430-99-6
4-(tert-butyldimethylsilyloxy)iodobenzene

: 187407-19-8
3-(4-tert-butyldimethylsilyloxyphenyl)propiolic acid

Guidance literature:: Multi-step reaction with 2 steps

1: Pd(PPh₃)4 / CH₂Cl₂

2: 1.) BuLi / 1.) THF, -78 deg C, 1 h, 2.) THF, from -78 deg C to 25 deg C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; In dichloromethane;
DOI:10.1055/s-1997-1513