trans-3',5'-di-tert-butyl-2'-(tert-butyldimethylsilyloxy)-stilbene-2-carboxylic acid

Base Information

Chemical Name:trans-3',5'-di-tert-butyl-2'-(tert-butyldimethylsilyloxy)-stilbene-2-carboxylic acid
CAS No.:881880-75-7
Molecular Formula:C₂₉H₄₂O₃Si
Molecular Weight:466.736
Hs Code.:

Synonyms:trans-3',5'-di-tert-butyl-2'-(tert-butyldimethylsilyloxy)-stilbene-2-carboxylic acid

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Chemical Property of trans-3',5'-di-tert-butyl-2'-(tert-butyldimethylsilyloxy)-stilbene-2-carboxylic acid

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Technology Process of trans-3',5'-di-tert-butyl-2'-(tert-butyldimethylsilyloxy)-stilbene-2-carboxylic acid

There total 5 articles about trans-3',5'-di-tert-butyl-2'-(tert-butyldimethylsilyloxy)-stilbene-2-carboxylic 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: 86.0%

: 881880-74-6
trans-2-bromo-3',5'-di-tert-butyl-2'-(tert-butyldimethylsilyloxy)-stilbene

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

: 881880-75-7
trans-3',5'-di-tert-butyl-2'-(tert-butyldimethylsilyloxy)-stilbene-2-carboxylic acid

Guidance literature:: trans-2-bromo-3',5'-di-tert-butyl-2'-(tert-butyldimethylsilyloxy)-stilbene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

carbon dioxide; In tetrahydrofuran; hexane; at 0 ℃;

With hydrogenchloride; In tetrahydrofuran; hexane; water;
DOI:10.1039/b511915d

Reference yield:

: 881880-73-5
trans-2-bromo-3',5'-di-tert-butyl-2'-hydroxystilbene

: 881880-75-7
trans-3',5'-di-tert-butyl-2'-(tert-butyldimethylsilyloxy)-stilbene-2-carboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: 91 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 4 h

2.1: n-butillithium / tetrahydrofuran; hexane / 1 h / -78 °C

2.2: tetrahydrofuran; hexane / 0 °C

2.3: 86 percent / HCl / tetrahydrofuran; hexane; H₂O

With n-butyllithium; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1039/b511915d

Reference yield:

: 37942-07-7
3,5-di-tert-butyl-2-hydroxybenzaldehyde

: 881880-75-7
trans-3',5'-di-tert-butyl-2'-(tert-butyldimethylsilyloxy)-stilbene-2-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: 75 percent / sodium methoxide / dimethylformamide / 16 h / 20 °C

2.1: 91 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 4 h

3.1: n-butillithium / tetrahydrofuran; hexane / 1 h / -78 °C

3.2: tetrahydrofuran; hexane / 0 °C

3.3: 86 percent / HCl / tetrahydrofuran; hexane; H₂O

With n-butyllithium; sodium methylate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/b511915d