rac-3,4-dihydro-2-methyl-7-(phenylmethoxy)-2H-1-benzopyran-2-carboxylic acid methyl ester

Base Information

Chemical Name:rac-3,4-dihydro-2-methyl-7-(phenylmethoxy)-2H-1-benzopyran-2-carboxylic acid methyl ester
CAS No.:122443-74-7
Molecular Formula:C₁₉H₂₀O₄
Molecular Weight:312.365
Hs Code.:

Synonyms:rac-3,4-dihydro-2-methyl-7-(phenylmethoxy)-2H-1-benzopyran-2-carboxylic acid methyl ester

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Chemical Property of rac-3,4-dihydro-2-methyl-7-(phenylmethoxy)-2H-1-benzopyran-2-carboxylic acid methyl ester

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Technology Process of rac-3,4-dihydro-2-methyl-7-(phenylmethoxy)-2H-1-benzopyran-2-carboxylic acid methyl ester

There total 5 articles about rac-3,4-dihydro-2-methyl-7-(phenylmethoxy)-2H-1-benzopyran-2-carboxylic acid methyl ester 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:

: 23866-72-0
ethyl 7-hydroxy-4-oxo-4H-chromen-2-carboxylate

: 122443-74-7
rac-3,4-dihydro-2-methyl-7-(phenylmethoxy)-2H-1-benzopyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 73.4 percent / H₂ / 10percent Pd/C / acetic acid / 41 h / Ambient temperature

2: 86.5 percent / K₂CO₃ / dimethylformamide / 65 h / Ambient temperature

3: 4.7 g / 3 N aq. NaOH / methanol / 0.25 h / Heating

4: 94.6 percent / p-toluenesulfonic acid monohydrate / 5.5 h / Heating

5: 1.) lithium diisopropylamide / 1.) THF, -72 deg C, 1.25 h, 2.) THF, -72 deg C -> room temperature, overnight

With sodium hydroxide; hydrogen; potassium carbonate; toluene-4-sulfonic acid; lithium diisopropyl amide; palladium on activated charcoal; In methanol; acetic acid; N,N-dimethyl-formamide;
DOI:10.1021/jm00128a028

Reference yield:

: 96566-14-2
(R)-3,4-dihydro-7-hydroxy-2H-1-benzopyran-2-carboxylic acid,ethyl ester

: 122443-74-7
rac-3,4-dihydro-2-methyl-7-(phenylmethoxy)-2H-1-benzopyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 86.5 percent / K₂CO₃ / dimethylformamide / 65 h / Ambient temperature

2: 4.7 g / 3 N aq. NaOH / methanol / 0.25 h / Heating

3: 94.6 percent / p-toluenesulfonic acid monohydrate / 5.5 h / Heating

4: 1.) lithium diisopropylamide / 1.) THF, -72 deg C, 1.25 h, 2.) THF, -72 deg C -> room temperature, overnight

With sodium hydroxide; potassium carbonate; toluene-4-sulfonic acid; lithium diisopropyl amide; In methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm00128a028

Reference yield:

: 100-44-7
benzyl chloride

: 122443-74-7
rac-3,4-dihydro-2-methyl-7-(phenylmethoxy)-2H-1-benzopyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 86.5 percent / K₂CO₃ / dimethylformamide / 65 h / Ambient temperature

2: 4.7 g / 3 N aq. NaOH / methanol / 0.25 h / Heating

3: 94.6 percent / p-toluenesulfonic acid monohydrate / 5.5 h / Heating

4: 1.) lithium diisopropylamide / 1.) THF, -72 deg C, 1.25 h, 2.) THF, -72 deg C -> room temperature, overnight

With sodium hydroxide; potassium carbonate; toluene-4-sulfonic acid; lithium diisopropyl amide; In methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm00128a028