(E)-4-(2,6-bis(tert-butyldimethylsilyloxy)phenyl)-2-methylbut-2-en-1-ol

Base Information

Chemical Name:(E)-4-(2,6-bis(tert-butyldimethylsilyloxy)phenyl)-2-methylbut-2-en-1-ol
CAS No.:939017-96-6
Molecular Formula:C₂₃H₄₂O₃Si₂
Molecular Weight:422.756
Hs Code.:

Synonyms:(E)-4-(2,6-bis(tert-butyldimethylsilyloxy)phenyl)-2-methylbut-2-en-1-ol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (E)-4-(2,6-bis(tert-butyldimethylsilyloxy)phenyl)-2-methylbut-2-en-1-ol

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Technology Process of (E)-4-(2,6-bis(tert-butyldimethylsilyloxy)phenyl)-2-methylbut-2-en-1-ol

There total 6 articles about (E)-4-(2,6-bis(tert-butyldimethylsilyloxy)phenyl)-2-methylbut-2-en-1-ol 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: 77.0%

: 939017-95-5
ethyl (E)-4-(2,6-bis(tert-butyldimethylsilyloxy)phenyl)-2-methylbut-2-enoate

: 939017-96-6
(E)-4-(2,6-bis(tert-butyldimethylsilyloxy)phenyl)-2-methylbut-2-en-1-ol

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 3h;
DOI:10.1021/jo062447h

Reference yield:

: 939017-92-2
2-allyl-1,3-bis(methoxymethoxy)benzene

: 939017-96-6
(E)-4-(2,6-bis(tert-butyldimethylsilyloxy)phenyl)-2-methylbut-2-en-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 2.97 g / aq. HCl / tetrahydrofuran; methanol / 36 h / Heating

2.1: 79 percent / imidazole / acetonitrile / 18 h / 20 °C

3.1: ozone / CH₂Cl₂ / -80 - -70 °C

3.2: 89 percent / acetic acid; zinc / CH₂Cl₂ / 0 °C

4.1: 86 percent / LiCl; DBU / acetonitrile / 18 h / 20 °C

5.1: 77 percent / LiAlH₄ / tetrahydrofuran / 3 h / 0 °C

With 1H-imidazole; hydrogenchloride; lithium aluminium tetrahydride; ozone; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; In tetrahydrofuran; methanol; dichloromethane; acetonitrile; 4.1: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/jo062447h

Reference yield:

: 939017-93-3
2-allyl-1,3-bis(tert-butyldimethylsilyloxy)benzene

: 939017-96-6
(E)-4-(2,6-bis(tert-butyldimethylsilyloxy)phenyl)-2-methylbut-2-en-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: ozone / CH₂Cl₂ / -80 - -70 °C

1.2: 89 percent / acetic acid; zinc / CH₂Cl₂ / 0 °C

2.1: 86 percent / LiCl; DBU / acetonitrile / 18 h / 20 °C

3.1: 77 percent / LiAlH₄ / tetrahydrofuran / 3 h / 0 °C

With lithium aluminium tetrahydride; ozone; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; In tetrahydrofuran; dichloromethane; acetonitrile; 2.1: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/jo062447h