(4R,5S,E)-ethyl-5-(4-bromophenyl)-4-methyl-5-((triethylsilyl)oxy)pentanoate

Base Information

Chemical Name:(4R,5S,E)-ethyl-5-(4-bromophenyl)-4-methyl-5-((triethylsilyl)oxy)pentanoate
CAS No.:1395342-31-0
Molecular Formula:C₂₀H₃₃BrO₃Si
Molecular Weight:429.47
Hs Code.:

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

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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 (4R,5S,E)-ethyl-5-(4-bromophenyl)-4-methyl-5-((triethylsilyl)oxy)pentanoate

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

There total 6 articles about (4R,5S,E)-ethyl-5-(4-bromophenyl)-4-methyl-5-((triethylsilyl)oxy)pentanoate 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: 89.0%

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

: 1395342-31-0
(4R,5S,E)-ethyl-5-(4-bromophenyl)-4-methyl-5-((triethylsilyl)oxy)pentanoate

Guidance literature:: With sodium acetate; toluene-4-sulfonic acid hydrazide; In 1,2-dimethoxyethane; water; for 5h; Inert atmosphere; Reflux;
DOI:10.1055/s-0031-1290670

Reference yield:

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

: 1395342-31-0
(4R,5S,E)-ethyl-5-(4-bromophenyl)-4-methyl-5-((triethylsilyl)oxy)pentanoate

Guidance literature:: Multi-step reaction with 4 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

4: sodium acetate; toluene-4-sulfonic acid hydrazide / 1,2-dimethoxyethane; water / 5 h / Inert atmosphere; Reflux

With 2,6-dimethylpyridine; sodium acetate; diisobutylaluminium hydride; toluene-4-sulfonic acid hydrazide; In tetrahydrofuran; 1,2-dimethoxyethane; hexane; dichloromethane; water; 3: Wittig reaction;
DOI:10.1055/s-0031-1290670

Reference yield:

: 1395342-30-9
(2S,3S)-3-(4-bromophenyl)-2-methyl-3-((triethylsilyl)oxy)propanal

: 1395342-31-0
(4R,5S,E)-ethyl-5-(4-bromophenyl)-4-methyl-5-((triethylsilyl)oxy)pentanoate

Guidance literature:: Multi-step reaction with 2 steps

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

2: sodium acetate; toluene-4-sulfonic acid hydrazide / 1,2-dimethoxyethane; water / 5 h / Inert atmosphere; Reflux

With sodium acetate; toluene-4-sulfonic acid hydrazide; In tetrahydrofuran; 1,2-dimethoxyethane; water; 1: Wittig reaction;
DOI:10.1055/s-0031-1290670