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

Base Information

• Chemical Name: (E)-[1-⁽¹³⁾C,3-⁽¹³⁾C]-2,4-bis(benzyloxy)-2-(3-(3',4'-bis(benzyloxy)phenyl)allyl)phenol
• CAS No.: 1256496-61-3
• Molecular Formula: C₄₃H₃₈O₅
• Molecular Weight: 636.75

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

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

Chemical Property:

Purity/Quality:

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

There total 6 articles about (E)-[1-⁽¹³⁾C,3-⁽¹³⁾C]-2,4-bis(benzyloxy)-2-(3-(3',4'-bis(benzyloxy)phenyl)allyl)phenol 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: 84.0%

(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]-2,4-bis(benzyloxy)-2-(3-(3',4'-bis(benzyloxy)phenyl)allyl)phenol (1256496-61-3)

Guidance literature:

With sodium tetrahydroborate; cerium(III) chloride heptahydrate; In tetrahydrofuran; ethanol; at 0 - 4 ℃;

DOI:10.1002/jlcr.1791

Reference yield:

1-[13C]-2',4',6'-trihydroxyacetophenone (1256496-52-2) → (E)-[1-(13)C,3-(13)C]-2,4-bis(benzyloxy)-2-(3-(3',4'-bis(benzyloxy)phenyl)allyl)phenol (1256496-61-3)

Guidance literature:

Multi-step reaction with 3 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

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

With sodium tetrahydroborate; cerium(III) chloride heptahydrate; sodium hydride; potassium carbonate; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; mineral oil;

DOI:10.1002/jlcr.1791

Reference yield:

3,4-bis(benzyloxy)benz-(13)C-aldehyde (53580-18-0) → (E)-[1-(13)C,3-(13)C]-2,4-bis(benzyloxy)-2-(3-(3',4'-bis(benzyloxy)phenyl)allyl)phenol (1256496-61-3)

Guidance literature:

Multi-step reaction with 2 steps

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

1.2: 5 - 20 °C / Inert atmosphere

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

With sodium tetrahydroborate; cerium(III) chloride heptahydrate; sodium hydride; In tetrahydrofuran; ethanol; 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

3,5-dihydroxyphenol

3,4-bis(benzyloxy)benz-⁽¹³⁾C-aldehyde

Downstream raw materials:

C₄₂⁽¹³⁾C₂H₃₈O₇

[2-⁽¹³⁾C,4-⁽¹³⁾C]-(2R,3S)-catechin

(2R)-[2-⁽¹³⁾C,4-⁽¹³⁾C]-5,7-bis(benzyloxy)-2-(3',4'-bis(benzyloxy)chroman)-3-one

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

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