(E)-[1-⁽¹³⁾C,3-⁽¹³⁾C]-(3,5-bis(benzyloxy)-2-(3-(3',4'-bis(benzyloxy)phenyl)allyl)phenoxy)(tert-butyldimethyl)silane

Base Information

• Chemical Name: (E)-[1-⁽¹³⁾C,3-⁽¹³⁾C]-(3,5-bis(benzyloxy)-2-(3-(3',4'-bis(benzyloxy)phenyl)allyl)phenoxy)(tert-butyldimethyl)silane
• CAS No.: 1256496-63-5
• Molecular Formula: C₄₉H₅₂O₅Si
• Molecular Weight: 751.012

Synonyms:(E)-[1-⁽¹³⁾C,3-⁽¹³⁾C]-(3,5-bis(benzyloxy)-2-(3-(3',4'-bis(benzyloxy)phenyl)allyl)phenoxy)(tert-butyldimethyl)silane

Chemical Property of (E)-[1-⁽¹³⁾C,3-⁽¹³⁾C]-(3,5-bis(benzyloxy)-2-(3-(3',4'-bis(benzyloxy)phenyl)allyl)phenoxy)(tert-butyldimethyl)silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of (E)-[1-⁽¹³⁾C,3-⁽¹³⁾C]-(3,5-bis(benzyloxy)-2-(3-(3',4'-bis(benzyloxy)phenyl)allyl)phenoxy)(tert-butyldimethyl)silane

There total 8 articles about (E)-[1-⁽¹³⁾C,3-⁽¹³⁾C]-(3,5-bis(benzyloxy)-2-(3-(3',4'-bis(benzyloxy)phenyl)allyl)phenoxy)(tert-butyldimethyl)silane 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: 100.0%

(E)-[1-(13)C,3-(13)C]-2,4-bis(benzyloxy)-2-(3-(3',4'-bis(benzyloxy)phenyl)allyl)phenol (1256496-61-3) + tert-butyldimethylsilyl chloride (18162-48-6) → (E)-[1-(13)C,3-(13)C]-(3,5-bis(benzyloxy)-2-(3-(3',4'-bis(benzyloxy)phenyl)allyl)phenoxy)(tert-butyldimethyl)silane (1256496-63-5)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 20h; Inert atmosphere;

DOI:10.1002/jlcr.1791

Reference yield:

(E)-1-(2,4-bis(benzyloxy)-6-hydroxyphenyl)-3-(3',4'-bis(benzyloxy)phenyl)prop-2-(13)C-en-1-[(13)C]-one (1256496-59-9) → (E)-[1-(13)C,3-(13)C]-(3,5-bis(benzyloxy)-2-(3-(3',4'-bis(benzyloxy)phenyl)allyl)phenoxy)(tert-butyldimethyl)silane (1256496-63-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tetrahydroborate; cerium(III) chloride heptahydrate / tetrahydrofuran; ethanol / 0 - 4 °C

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

With 1H-imidazole; sodium tetrahydroborate; cerium(III) chloride heptahydrate; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;

DOI:10.1002/jlcr.1791

Reference yield:

4-Bromoveratrole (2859-78-1) → (E)-[1-(13)C,3-(13)C]-(3,5-bis(benzyloxy)-2-(3-(3',4'-bis(benzyloxy)phenyl)allyl)phenoxy)(tert-butyldimethyl)silane (1256496-63-5)

Guidance literature:

Multi-step reaction with 6 steps

1.1: boron tribromide / dichloromethane / 0 °C / Inert atmosphere; Reflux

2.1: potassium carbonate / N,N-dimethyl-formamide / 0.25 h / 5 °C

2.2: 1820 h / 20 °C

3.1: magnesium; ethylene dibromide / tetrahydrofuran / 50 - 65 °C / Inert atmosphere

3.2: 1 h / 5 °C / Inert atmosphere

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 5 °C / Inert atmosphere

4.2: 5 - 20 °C / Inert atmosphere

5.1: sodium tetrahydroborate; cerium(III) chloride heptahydrate / tetrahydrofuran; ethanol / 0 - 4 °C

6.1: 1H-imidazole / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere

With 1H-imidazole; sodium tetrahydroborate; cerium(III) chloride heptahydrate; boron tribromide; sodium hydride; potassium carbonate; magnesium; ethylene dibromide; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1002/jlcr.1791

upstream raw materials:

1-[¹³C]-2',4',6'-trihydroxyacetophenone

(E)-1-(2,4-bis(benzyloxy)-6-hydroxyphenyl)-3-(3',4'-bis(benzyloxy)phenyl)prop-2-⁽¹³⁾C-en-1-[⁽¹³⁾C]-one

(E)-[1-⁽¹³⁾C,3-⁽¹³⁾C]-2,4-bis(benzyloxy)-2-(3-(3',4'-bis(benzyloxy)phenyl)allyl)phenol

tert-butyldimethylsilyl chloride

Downstream raw materials:

(1S,2S)-[1-⁽¹³⁾C,3-⁽¹³⁾C]-3-(2,4-bis(benzyloxy)-6-(tert-butyldimethylsilyloxy)phenyl)-1-(3',4'-bis(benzyloxy)phenyl)propane-1,2-diol

C₄₂⁽¹³⁾C₂H₃₈O₇

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