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

Base Information

Chemical Name:(R,E)-ethyl-4-((tert-butyldimethylsilyl)oxy)-5-(3,4-dimethoxyphenyl)pent-2-enoate
CAS No.:1448848-25-6
Molecular Formula:C₂₁H₃₄O₅Si
Molecular Weight:394.583
Hs Code.:

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

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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)-ethyl-4-((tert-butyldimethylsilyl)oxy)-5-(3,4-dimethoxyphenyl)pent-2-enoate

Chemical Property:

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Technology Process of (R,E)-ethyl-4-((tert-butyldimethylsilyl)oxy)-5-(3,4-dimethoxyphenyl)pent-2-enoate

There total 4 articles about (R,E)-ethyl-4-((tert-butyldimethylsilyl)oxy)-5-(3,4-dimethoxyphenyl)pent-2-enoate 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: 96.0%

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

: 18162-48-6
tert-butyldimethylsilyl chloride

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

Guidance literature:: With 1H-imidazole; In dichloromethane; at 0 - 20 ℃; for 6h;
DOI:10.1016/j.tetlet.2013.06.034

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 4 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

With 1H-imidazole; 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; 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

Reference yield:

: 61871-67-8
3-(3,4-Dimethoxyphenyl)propanal

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

Guidance literature:: Multi-step reaction with 3 steps

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

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride / acetonitrile / 1 h / 0 - 20 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

3.1: 1H-imidazole / dichloromethane / 6 h / 0 - 20 °C

With 1H-imidazole; 1,8-diazabicyclo[5.4.0]undec-7-ene; Nitrosobenzene; L-proline; lithium chloride; In dichloromethane; dimethyl sulfoxide; acetonitrile; 1.1: |Horner-Wadsworth-Emmons Olefination / 2.1: |Horner-Wadsworth-Emmons Olefination / 2.2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1016/j.tetlet.2013.06.034