4-(2,3-dihydro-5-hydroxy-8-methoxy-6-methylbenzo[b][1,4]oxathiin-2-yl)benzene-1,2-diol

Base Information

Chemical Name:4-(2,3-dihydro-5-hydroxy-8-methoxy-6-methylbenzo[b][1,4]oxathiin-2-yl)benzene-1,2-diol
CAS No.:1352754-70-1
Molecular Formula:C₁₆H₁₆O₅S
Molecular Weight:320.366
Hs Code.:

Synonyms:

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Chemical Property of 4-(2,3-dihydro-5-hydroxy-8-methoxy-6-methylbenzo[b][1,4]oxathiin-2-yl)benzene-1,2-diol

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Technology Process of 4-(2,3-dihydro-5-hydroxy-8-methoxy-6-methylbenzo[b][1,4]oxathiin-2-yl)benzene-1,2-diol

There total 11 articles about 4-(2,3-dihydro-5-hydroxy-8-methoxy-6-methylbenzo[b][1,4]oxathiin-2-yl)benzene-1,2-diol 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:

: 1352754-69-8
2-[3,4-bis((dimethyl-tert-butylsilyl)oxy)phenyl]-2,3-dihydro-8-methoxy-6-methylbenzo[b][1,4]oxathiin-5-ol

: 1352754-70-1
4-(2,3-dihydro-5-hydroxy-8-methoxy-6-methylbenzo[b][1,4]oxathiin-2-yl)benzene-1,2-diol

Guidance literature:: With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1002/chem.201101146

Reference yield:

: 672-13-9
2-hydroxy-5-methoxybenzaldehyde

: 1352754-70-1
4-(2,3-dihydro-5-hydroxy-8-methoxy-6-methylbenzo[b][1,4]oxathiin-2-yl)benzene-1,2-diol

Guidance literature:: Multi-step reaction with 11 steps

1: potassium hydroxide; hydrazine / ethylene glycol / 19 h / 150 °C / Inert atmosphere

2: triethylamine / dichloromethane / 16 h / 20 °C

3: aluminum (III) chloride / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

4: sodium hydroxide / tetrahydrofuran; water / 16 h / 20 °C

5: sodium hydride / tetrahydrofuran / 0 - 20 °C

6: toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 24 h / 20 °C

7: sodium hydroxide / methanol / 24 h / 20 °C

8: 2,6-di-tert-butyl-pyridine / chloroform / 0 - 20 °C / Inert atmosphere

9: triethylamine / chloroform / 72 h / 60 °C

10: ammonium formate; palladium / ethanol; water; ethyl acetate / 4 h / 90 °C

11: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

With aluminum (III) chloride; 2,6-di-tert-butyl-pyridine; tetrabutyl ammonium fluoride; ammonium formate; sodium hydride; toluene-4-sulfonic acid; palladium; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; potassium hydroxide; sodium hydroxide; hydrazine; In tetrahydrofuran; methanol; ethanol; dichloromethane; chloroform; water; ethylene glycol; ethyl acetate; 1: Wolf-Kishner reduction / 6: Baeyer-Villiger oxidation / 9: Diels-Alder reaction;
DOI:10.1002/chem.201101146

Reference yield:

: 1352754-64-3
5-(benzyloxy)-2-methoxy-4-methylphenyl acetate

: 1352754-70-1
4-(2,3-dihydro-5-hydroxy-8-methoxy-6-methylbenzo[b][1,4]oxathiin-2-yl)benzene-1,2-diol

Guidance literature:: Multi-step reaction with 5 steps

1: sodium hydroxide / methanol / 24 h / 20 °C

2: 2,6-di-tert-butyl-pyridine / chloroform / 0 - 20 °C / Inert atmosphere

3: triethylamine / chloroform / 72 h / 60 °C

4: ammonium formate; palladium / ethanol; water; ethyl acetate / 4 h / 90 °C

5: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

With 2,6-di-tert-butyl-pyridine; tetrabutyl ammonium fluoride; ammonium formate; palladium; acetic acid; triethylamine; sodium hydroxide; In tetrahydrofuran; methanol; ethanol; chloroform; water; ethyl acetate; 3: Diels-Alder reaction;
DOI:10.1002/chem.201101146