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

Base Information

• Chemical Name: (E)-1-(2,4-bis(benzyloxy)-6-hydroxyphenyl)-3-(3',4'-bis(benzyloxy)phenyl)prop-2-⁽¹³⁾C-en-1-[⁽¹³⁾C]-one
• CAS No.: 1256496-59-9
• Molecular Formula: C₄₃H₃₆O₆
• Molecular Weight: 650.733

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

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

Chemical Property:

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

There total 5 articles about (E)-1-(2,4-bis(benzyloxy)-6-hydroxyphenyl)-3-(3',4'-bis(benzyloxy)phenyl)prop-2-⁽¹³⁾C-en-1-[⁽¹³⁾C]-one 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: 86.0%

3,4-bis(benzyloxy)benz-(13)C-aldehyde (53580-18-0) + [(13)CO]-1-[2,4,-bis(benzyloxy)-6-hydroxyphenyl]ethanone (332900-03-5) → (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)

Guidance literature:

[⁽¹³⁾CO]-1-[2,4,-bis(benzyloxy)-6-hydroxyphenyl]ethanone; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 5 ℃; for 0.5h; Inert atmosphere;

3,4-bis(benzyloxy)benz-⁽¹³⁾C-aldehyde; In N,N-dimethyl-formamide; mineral oil; at 5 - 20 ℃; Inert atmosphere;

DOI:10.1002/jlcr.1791

Reference yield:

1-[13C]-2',4',6'-trihydroxyacetophenone (1256496-52-2) → (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)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 35 - 55 °C / Inert atmosphere

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

2.2: 5 - 20 °C / Inert atmosphere

With sodium hydride; potassium carbonate; In N,N-dimethyl-formamide; mineral oil;

DOI:10.1002/jlcr.1791

Reference yield:

(((4-bromo-1,2-phenylene)bis(oxy))bis(methylene))dibenzene (16047-57-7) → (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)

Guidance literature:

Multi-step reaction with 2 steps

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

1.2: 1 h / 5 °C / Inert atmosphere

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

2.2: 5 - 20 °C / Inert atmosphere

With sodium hydride; magnesium; ethylene dibromide; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil;

DOI:10.1002/jlcr.1791

upstream raw materials:

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

3,5-dihydroxyphenol

3,4-bis(benzyloxy)benz-⁽¹³⁾C-aldehyde

[⁽¹³⁾CO]-1-[2,4,-bis(benzyloxy)-6-hydroxyphenyl]ethanone

Downstream raw materials:

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

(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

5,7,3',4'-tetra-O-benzyl-[2-⁽¹³⁾C,4-⁽¹³⁾C]-(2R,3S)-catechin

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