sodium (2R,3R)-epicatechin-3'-O-sulfonate

Base Information

Chemical Name:sodium (2R,3R)-epicatechin-3'-O-sulfonate
CAS No.:1422182-77-1
Molecular Formula:C₁₅H₁₃O₉S*Na
Molecular Weight:392.319
Hs Code.:

Synonyms:sodium (2R,3R)-epicatechin-3'-O-sulfonate

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Chemical Property of sodium (2R,3R)-epicatechin-3'-O-sulfonate

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Technology Process of sodium (2R,3R)-epicatechin-3'-O-sulfonate

There total 17 articles about sodium (2R,3R)-epicatechin-3'-O-sulfonate 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:

: 1390643-99-8
sodium (2R,3R)-5,7,4'-tri-O-benzylepicatechin-3'-O-sulfonate

: 1422182-77-1
sodium (2R,3R)-epicatechin-3'-O-sulfonate

Guidance literature:: With 20 % Pd(OH)2/C; hydrogen; In tetrahydrofuran; methanol; at 20 ℃; for 6h;
DOI:10.1021/ol3016463

Reference yield:

: 1390643-78-3
(2R,3S)-3'-O-(tert-butyldimethylsilyl)-5,7,4'-tri-O-benzylcatechin

: 1422182-77-1
sodium (2R,3R)-epicatechin-3'-O-sulfonate

Guidance literature:: Multi-step reaction with 6 steps

1.1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C / Inert atmosphere

2.1: L-Selectride / tetrahydrofuran / 8 h / -78 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran

4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 20 °C / Inert atmosphere

4.2: 21 h / 0 - 20 °C / Inert atmosphere

5.1: sodium azide / N,N-dimethyl-formamide / 60 °C / Inert atmosphere

6.1: 20 % Pd(OH)2/C; hydrogen / tetrahydrofuran; methanol / 6 h / 20 °C

With sodium azide; 20 % Pd(OH)2/C; tetrabutyl ammonium fluoride; hydrogen; L-Selectride; Dess-Martin periodane; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol3016463

Reference yield:

: 1390643-81-8
(2R)-3'-(tert-butyldimethylsilyloxy)-5,7,4'-tribenzyloxyflavan-3-one

: 1422182-77-1
sodium (2R,3R)-epicatechin-3'-O-sulfonate

Guidance literature:: Multi-step reaction with 5 steps

1.1: L-Selectride / tetrahydrofuran / 8 h / -78 °C / Inert atmosphere

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 20 °C / Inert atmosphere

3.2: 21 h / 0 - 20 °C / Inert atmosphere

4.1: sodium azide / N,N-dimethyl-formamide / 60 °C / Inert atmosphere

5.1: 20 % Pd(OH)2/C; hydrogen / tetrahydrofuran; methanol / 6 h / 20 °C

With sodium azide; 20 % Pd(OH)2/C; tetrabutyl ammonium fluoride; hydrogen; L-Selectride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol3016463