3-[4-(tert-butyldimethylsilanyloxy)phenyl]-2-methylpropionic acid tert-butyl ester

Base Information

Chemical Name:3-[4-(tert-butyldimethylsilanyloxy)phenyl]-2-methylpropionic acid tert-butyl ester
CAS No.:590402-34-9
Molecular Formula:C₂₀H₃₄O₃Si
Molecular Weight:350.574
Hs Code.:

Synonyms:3-[4-(tert-butyldimethylsilanyloxy)phenyl]-2-methylpropionic acid tert-butyl ester

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Chemical Property of 3-[4-(tert-butyldimethylsilanyloxy)phenyl]-2-methylpropionic acid tert-butyl ester

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Technology Process of 3-[4-(tert-butyldimethylsilanyloxy)phenyl]-2-methylpropionic acid tert-butyl ester

There total 3 articles about 3-[4-(tert-butyldimethylsilanyloxy)phenyl]-2-methylpropionic acid tert-butyl 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: 60.0%

: 590402-33-8
3-[4-(tert-butyldimethylsilanyloxy)phenyl]propionic acid tert-butyl ester

: 74-88-4
methyl iodide

: 590402-34-9
3-[4-(tert-butyldimethylsilanyloxy)phenyl]-2-methylpropionic acid tert-butyl ester

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide; In tetrahydrofuran; at -78 - 20 ℃; for 18h;
DOI:10.1039/b302239k

Reference yield:

: 501-97-3
4-hydroxyphenylpropionic acid

: 590402-34-9
3-[4-(tert-butyldimethylsilanyloxy)phenyl]-2-methylpropionic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: carbonyldiimidazole / dimethylformamide / 48 h / 40 °C

1.2: 65 percent / DBU / dimethylformamide / 2 h / 65 °C

2.1: 79 percent / DMAP; Et₃N / CH₂Cl₂ / 8 h / 20 °C

3.1: 60 percent / LDA; HMPA / tetrahydrofuran / 18 h / -78 - 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; triethylamine; 1,1'-carbonyldiimidazole; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/b302239k

Reference yield:

: 51458-31-2
3-(4-hydroxyphenyl)propionic acid tert-butyl ester

: 590402-34-9
3-[4-(tert-butyldimethylsilanyloxy)phenyl]-2-methylpropionic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 79 percent / DMAP; Et₃N / CH₂Cl₂ / 8 h / 20 °C

2: 60 percent / LDA; HMPA / tetrahydrofuran / 18 h / -78 - 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1039/b302239k