(R,E)-4-((tert-butyldimethylsilyl)oxy)-5-(3,4-dimethoxyphenyl)pent-2-en-1-ol

Base Information

Chemical Name:(R,E)-4-((tert-butyldimethylsilyl)oxy)-5-(3,4-dimethoxyphenyl)pent-2-en-1-ol
CAS No.:1448848-26-7
Molecular Formula:C₁₉H₃₂O₄Si
Molecular Weight:352.546
Hs Code.:

Synonyms:(R,E)-4-((tert-butyldimethylsilyl)oxy)-5-(3,4-dimethoxyphenyl)pent-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 (R,E)-4-((tert-butyldimethylsilyl)oxy)-5-(3,4-dimethoxyphenyl)pent-2-en-1-ol

Chemical Property:

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Technology Process of (R,E)-4-((tert-butyldimethylsilyl)oxy)-5-(3,4-dimethoxyphenyl)pent-2-en-1-ol

There total 5 articles about (R,E)-4-((tert-butyldimethylsilyl)oxy)-5-(3,4-dimethoxyphenyl)pent-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: 91.0%

: 1448848-25-6
(R,E)-ethyl-4-((tert-butyldimethylsilyl)oxy)-5-(3,4-dimethoxyphenyl)pent-2-enoate

: 1448848-26-7
(R,E)-4-((tert-butyldimethylsilyl)oxy)-5-(3,4-dimethoxyphenyl)pent-2-en-1-ol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; toluene; at 0 - 20 ℃; for 3h;
DOI:10.1016/j.tetlet.2013.06.034

Reference yield:

: 1448848-24-5
(R,E)-ethyl5-(3,4-dimethoxyphenyl)-4-hydroxypent-2-enoate

: 1448848-26-7
(R,E)-4-((tert-butyldimethylsilyl)oxy)-5-(3,4-dimethoxyphenyl)pent-2-en-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 1H-imidazole / dichloromethane / 6 h / 0 - 20 °C

2: diisobutylaluminium hydride / dichloromethane; toluene / 3 h / 0 - 20 °C

With 1H-imidazole; diisobutylaluminium hydride; In dichloromethane; toluene;
DOI:10.1016/j.tetlet.2013.06.034

Reference yield:

: 3929-47-3
3-(3,4-dimethoxyphenyl)-1-propanol

: 1448848-26-7
(R,E)-4-((tert-butyldimethylsilyl)oxy)-5-(3,4-dimethoxyphenyl)pent-2-en-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; dimethyl sulfoxide / dichloromethane / 3 h / 20 °C

2.1: Nitrosobenzene; L-proline / dimethyl sulfoxide / 0.42 h / 20 °C / Inert atmosphere

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride / acetonitrile / 1 h / 0 - 20 °C / Inert atmosphere

3.2: 20 °C / Inert atmosphere

4.1: 1H-imidazole / dichloromethane / 6 h / 0 - 20 °C

5.1: diisobutylaluminium hydride / dichloromethane; toluene / 3 h / 0 - 20 °C

With 1H-imidazole; diisobutylaluminium hydride; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; Nitrosobenzene; L-proline; lithium chloride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dichloromethane; dimethyl sulfoxide; toluene; acetonitrile; 2.1: |Horner-Wadsworth-Emmons Olefination / 3.1: |Horner-Wadsworth-Emmons Olefination / 3.2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1016/j.tetlet.2013.06.034