(4R,5S,E)-ethyl-5-(4-bromophenyl)-4-methyl-5-((triethylsilyl)oxy)pent-2-enoate

Base Information

Chemical Name:(4R,5S,E)-ethyl-5-(4-bromophenyl)-4-methyl-5-((triethylsilyl)oxy)pent-2-enoate
CAS No.:1395342-46-7
Molecular Formula:C₂₀H₃₁BrO₃Si
Molecular Weight:427.454
Hs Code.:

Synonyms:(4R,5S,E)-ethyl-5-(4-bromophenyl)-4-methyl-5-((triethylsilyl)oxy)pent-2-enoate

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Chemical Property of (4R,5S,E)-ethyl-5-(4-bromophenyl)-4-methyl-5-((triethylsilyl)oxy)pent-2-enoate

Chemical Property:

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Technology Process of (4R,5S,E)-ethyl-5-(4-bromophenyl)-4-methyl-5-((triethylsilyl)oxy)pent-2-enoate

There total 3 articles about (4R,5S,E)-ethyl-5-(4-bromophenyl)-4-methyl-5-((triethylsilyl)oxy)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:

: 1395342-29-6
(2S,3S)-1-((S)-4-benzyl-2-thioxothiazolidin-3-yl)-3-(4-bromophenyl)-3-hydroxy-2-methylpropan-1-one

: 1395342-46-7
(4R,5S,E)-ethyl-5-(4-bromophenyl)-4-methyl-5-((triethylsilyl)oxy)pent-2-enoate

Guidance literature:: Multi-step reaction with 3 steps

1: 2,6-dimethylpyridine / dichloromethane / -78 °C / Inert atmosphere

2: diisobutylaluminium hydride / hexane; dichloromethane / -78 °C / Inert atmosphere

3: tetrahydrofuran / 20 °C / Inert atmosphere; Reflux

With 2,6-dimethylpyridine; diisobutylaluminium hydride; In tetrahydrofuran; hexane; dichloromethane; 3: Wittig reaction;
DOI:10.1055/s-0031-1290670

Reference yield:

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

: 1395342-46-7
(4R,5S,E)-ethyl-5-(4-bromophenyl)-4-methyl-5-((triethylsilyl)oxy)pent-2-enoate

Guidance literature:: Multi-step reaction with 3 steps

1: 2,6-dimethylpyridine / dichloromethane / -78 °C / Inert atmosphere

2: diisobutylaluminium hydride / hexane; dichloromethane / -78 °C / Inert atmosphere

3: tetrahydrofuran / 20 °C / Inert atmosphere; Reflux

With 2,6-dimethylpyridine; diisobutylaluminium hydride; In tetrahydrofuran; hexane; dichloromethane; 3: Wittig reaction;
DOI:10.1055/s-0031-1290670

Reference yield:

: 1122-91-4
4-bromo-benzaldehyde

: 1395342-46-7
(4R,5S,E)-ethyl-5-(4-bromophenyl)-4-methyl-5-((triethylsilyl)oxy)pent-2-enoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: titanium tetrachloride / dichloromethane / 0.42 h / 0 °C / Inert atmosphere

1.2: 0.33 h / 0 °C / Inert atmosphere

2.1: 2,6-dimethylpyridine / dichloromethane / -78 °C / Inert atmosphere

3.1: diisobutylaluminium hydride / hexane; dichloromethane / -78 °C / Inert atmosphere

4.1: tetrahydrofuran / 20 °C / Inert atmosphere; Reflux

With 2,6-dimethylpyridine; titanium tetrachloride; diisobutylaluminium hydride; In tetrahydrofuran; hexane; dichloromethane; 4.1: Wittig reaction;
DOI:10.1055/s-0031-1290670