(2S,3S)-2-(3,4-Dimethoxyphenyl)-7-methoxy-2,3-dihydrobenzofuran-3-carboxylic acid

Base Information

Chemical Name:(2S,3S)-2-(3,4-Dimethoxyphenyl)-7-methoxy-2,3-dihydrobenzofuran-3-carboxylic acid
CAS No.:1283147-53-4
Molecular Formula:C₁₈H₁₈O₆
Molecular Weight:330.337
Hs Code.:

Synonyms:(2S,3S)-2-(3,4-Dimethoxyphenyl)-7-methoxy-2,3-dihydrobenzofuran-3-carboxylic acid

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Chemical Property of (2S,3S)-2-(3,4-Dimethoxyphenyl)-7-methoxy-2,3-dihydrobenzofuran-3-carboxylic acid

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Technology Process of (2S,3S)-2-(3,4-Dimethoxyphenyl)-7-methoxy-2,3-dihydrobenzofuran-3-carboxylic acid

There total 10 articles about (2S,3S)-2-(3,4-Dimethoxyphenyl)-7-methoxy-2,3-dihydrobenzofuran-3-carboxylic acid 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%

: 1283147-57-8
(2S,3S)-[(R)-1-oxo-1-(Pyrrolidin-1-yl)propan-2-yl] 2-(3,4-dimethoxyphenyl)-7-methoxy-2,3-dihydrobenzofuran-3-carboxylate

: 1283147-53-4
(2S,3S)-2-(3,4-Dimethoxyphenyl)-7-methoxy-2,3-dihydrobenzofuran-3-carboxylic acid

Guidance literature:: With barium hydroxide octahydrate; In tetrahydrofuran; methanol; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1021/ja2010225

Reference yield:

: 1283147-58-9
(R)-1-oxo-1-(pyrrolidin-1-yl)propan-2-yl 2-(2-(benzyloxy)-3-methoxyphenyl)acetate

: 1283147-53-4
(2S,3S)-2-(3,4-Dimethoxyphenyl)-7-methoxy-2,3-dihydrobenzofuran-3-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1: potassium carbonate / acetone / Inert atmosphere; Reflux

2: 4-acetamidobenzenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 24 h / 0 - 20 °C / Inert atmosphere

3: Rh₂[(N-(4-dodecylphenyl)sulfonyl)-(S)-prolinate]4 / dichloromethane / 20 °C / Inert atmosphere

4: barium hydroxide octahydrate / tetrahydrofuran; methanol / 0 - 20 °C / Inert atmosphere

With barium hydroxide octahydrate; Rh₂[(N-(4-dodecylphenyl)sulfonyl)-(S)-prolinate]4; 4-acetamidobenzenesulfonyl azide; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; dichloromethane; acetone; acetonitrile;
DOI:10.1021/ja2010225

Reference yield:

: 1283147-55-6
(R)-1-oxo-1-(pyrrolidin-1-yl)propan-2-yl 2-(2-(benzyloxy)-3-methoxyphenyl)acetate

: 1283147-53-4
(2S,3S)-2-(3,4-Dimethoxyphenyl)-7-methoxy-2,3-dihydrobenzofuran-3-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1: palladium 10% on activated carbon; hydrogen / methanol / 20 °C / Inert atmosphere

2: potassium carbonate / acetone / Inert atmosphere; Reflux

3: 4-acetamidobenzenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 24 h / 0 - 20 °C / Inert atmosphere

4: Rh₂[(N-(4-dodecylphenyl)sulfonyl)-(S)-prolinate]4 / dichloromethane / 20 °C / Inert atmosphere

5: barium hydroxide octahydrate / tetrahydrofuran; methanol / 0 - 20 °C / Inert atmosphere

With barium hydroxide octahydrate; Rh₂[(N-(4-dodecylphenyl)sulfonyl)-(S)-prolinate]4; palladium 10% on activated carbon; 4-acetamidobenzenesulfonyl azide; hydrogen; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; dichloromethane; acetone; acetonitrile;
DOI:10.1021/ja2010225