(Z)-ethyl 5-(3,4-bis((tert-butyldimethylsilyl)oxy)phenyl)pent-4-enoate

Base Information

Chemical Name:(Z)-ethyl 5-(3,4-bis((tert-butyldimethylsilyl)oxy)phenyl)pent-4-enoate
CAS No.:1612146-48-1
Molecular Formula:C₂₅H₄₄O₄Si₂
Molecular Weight:464.793
Hs Code.:

Synonyms:(Z)-ethyl 5-(3,4-bis((tert-butyldimethylsilyl)oxy)phenyl)pent-4-enoate

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Chemical Property of (Z)-ethyl 5-(3,4-bis((tert-butyldimethylsilyl)oxy)phenyl)pent-4-enoate

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Technology Process of (Z)-ethyl 5-(3,4-bis((tert-butyldimethylsilyl)oxy)phenyl)pent-4-enoate

There total 3 articles about (Z)-ethyl 5-(3,4-bis((tert-butyldimethylsilyl)oxy)phenyl)pent-4-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: 39.0%

: 50479-11-3
(3-ethoxycarbonylpropyl)triphenylphosphonium bromide

: 99815-16-4
3,4-bis(tert-butyldimethylsilanyloxy)benzaldehyde

: 1612146-48-1
(Z)-ethyl 5-(3,4-bis((tert-butyldimethylsilyl)oxy)phenyl)pent-4-enoate

Guidance literature:: With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 - 20 ℃; for 48h;

Reference yield:

: 2969-81-5
Ethyl 4-bromobutyrate

: 1612146-48-1
(Z)-ethyl 5-(3,4-bis((tert-butyldimethylsilyl)oxy)phenyl)pent-4-enoate

Guidance literature:: Multi-step reaction with 2 steps

1: 16 h / 120 °C / Inert atmosphere

2: sodium hexamethyldisilazane / tetrahydrofuran / 48 h / -78 - 20 °C

With sodium hexamethyldisilazane; In tetrahydrofuran;

Reference yield:

: 121-33-5,8014-42-4
vanillin

: 1612146-48-1
(Z)-ethyl 5-(3,4-bis((tert-butyldimethylsilyl)oxy)phenyl)pent-4-enoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: boron tribromide / dichloromethane / 6 h / -78 - 20 °C / Inert atmosphere

2.1: 1H-imidazole / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

3.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

3.2: 50 h / -78 - 20 °C / Inert atmosphere

With 1H-imidazole; sodium hexamethyldisilazane; boron tribromide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 3.1: |Wittig Olefination / 3.2: |Wittig Olefination;
DOI:10.1016/j.bmc.2016.08.021