[2-⁽¹³⁾C,4-⁽¹³⁾C]-(2R,3R)-epicatechin

Base Information

Chemical Name:[2-⁽¹³⁾C,4-⁽¹³⁾C]-(2R,3R)-epicatechin
CAS No.:1256496-83-9
Molecular Formula:C₁₅H₁₄O₆
Molecular Weight:292.251
Hs Code.:

[2-<sup>(13)</sup>C,4-<sup>(13)</sup>C]-(2R,3R)-epicatechin

Synonyms:[2-⁽¹³⁾C,4-⁽¹³⁾C]-(2R,3R)-epicatechin

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Chemical Property of [2-⁽¹³⁾C,4-⁽¹³⁾C]-(2R,3R)-epicatechin

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Technology Process of [2-⁽¹³⁾C,4-⁽¹³⁾C]-(2R,3R)-epicatechin

There total 13 articles about [2-⁽¹³⁾C,4-⁽¹³⁾C]-(2R,3R)-epicatechin 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: 77.0%

: 1256496-81-7
5,7,3',4'-tetra-O-benzyl-[2-⁽¹³⁾C,4-⁽¹³⁾C]-(2R,3R)-epicatechin

: 1256496-83-9
[2-⁽¹³⁾C,4-⁽¹³⁾C]-(2R,3R)-epicatechin

Guidance literature:: With 20 % Pd(OH)2/C; hydrogen; In ethyl acetate; at 20 ℃; for 1h; optical yield given as %ee;
DOI:10.1002/jlcr.1791

Reference yield:

: 1256496-65-7
(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

: 1256496-83-9
[2-⁽¹³⁾C,4-⁽¹³⁾C]-(2R,3R)-epicatechin

Guidance literature:: Multi-step reaction with 6 steps

1: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 0.5 h / 0 - 5 °C / Inert atmosphere

2: pyridinium p-toluenesulfonate / 1,2-dichloro-ethane / Heating

3: potassium carbonate / methanol; 1,2-dichloro-ethane / 20 °C

4: Dess-Martin periodane / dichloromethane; water / 2 h / 20 °C / Inert atmosphere

5: aluminum isopropoxide; isopropyl alcohol / toluene / 110 - 115 °C / Inert atmosphere

6: 20 % Pd(OH)2/C; hydrogen / ethyl acetate / 1 h / 20 °C

With 20 % Pd(OH)2/C; tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; aluminum isopropoxide; potassium carbonate; Dess-Martin periodane; acetic acid; isopropyl alcohol; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; 1,2-dichloro-ethane; toluene; 5: Meerwein-Ponndorf-Verley reduction;
DOI:10.1002/jlcr.1791

Reference yield:

: 1256496-52-2
1-[¹³C]-2',4',6'-trihydroxyacetophenone

: 1256496-83-9
[2-⁽¹³⁾C,4-⁽¹³⁾C]-(2R,3R)-epicatechin

Guidance literature:: Multi-step reaction with 11 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

4.1: 1H-imidazole / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere

5.1: Hydroquinone 1,4-phthalazinediyl diether; methanesulfonamide; water / N,N-dimethyl-formamide; tert-butyl alcohol / 42 h / 0 - 10 °C / Inert atmosphere

6.1: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 0.5 h / 0 - 5 °C / Inert atmosphere

7.1: pyridinium p-toluenesulfonate / 1,2-dichloro-ethane / Heating

8.1: potassium carbonate / methanol; 1,2-dichloro-ethane / 20 °C

9.1: Dess-Martin periodane / dichloromethane; water / 2 h / 20 °C / Inert atmosphere

10.1: aluminum isopropoxide; isopropyl alcohol / toluene / 110 - 115 °C / Inert atmosphere

11.1: 20 % Pd(OH)2/C; hydrogen / ethyl acetate / 1 h / 20 °C

With 1H-imidazole; sodium tetrahydroborate; Hydroquinone 1,4-phthalazinediyl diether; methanesulfonamide; cerium(III) chloride heptahydrate; 20 % Pd(OH)2/C; tetrabutyl ammonium fluoride; water; hydrogen; pyridinium p-toluenesulfonate; aluminum isopropoxide; sodium hydride; potassium carbonate; Dess-Martin periodane; acetic acid; isopropyl alcohol; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene; mineral oil; tert-butyl alcohol; 10.1: Meerwein-Ponndorf-Verley reduction;
DOI:10.1002/jlcr.1791