2-[3,4-bis((dimethyl-tert-butylsilyl)oxy)phenyl]-5-(benzyloxy)-2,3-dihydro-8-methoxy-6-methylbenzo[b][1,4]oxathiine

Base Information

Chemical Name:2-[3,4-bis((dimethyl-tert-butylsilyl)oxy)phenyl]-5-(benzyloxy)-2,3-dihydro-8-methoxy-6-methylbenzo[b][1,4]oxathiine
CAS No.:1352754-68-7
Molecular Formula:C₃₅H₅₀O₅SSi₂
Molecular Weight:639.016
Hs Code.:

Synonyms:2-[3,4-bis((dimethyl-tert-butylsilyl)oxy)phenyl]-5-(benzyloxy)-2,3-dihydro-8-methoxy-6-methylbenzo[b][1,4]oxathiine

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Chemical Property of 2-[3,4-bis((dimethyl-tert-butylsilyl)oxy)phenyl]-5-(benzyloxy)-2,3-dihydro-8-methoxy-6-methylbenzo[b][1,4]oxathiine

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Technology Process of 2-[3,4-bis((dimethyl-tert-butylsilyl)oxy)phenyl]-5-(benzyloxy)-2,3-dihydro-8-methoxy-6-methylbenzo[b][1,4]oxathiine

There total 9 articles about 2-[3,4-bis((dimethyl-tert-butylsilyl)oxy)phenyl]-5-(benzyloxy)-2,3-dihydro-8-methoxy-6-methylbenzo[b][1,4]oxathiine 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: 83.0%

: 1352754-66-5
2-(2-(benzyloxy)-6-hydroxy-5-methoxy-3-methylphenylthio)isoindoline-1,3-dione

: 342646-89-3
1,2-bis-(tert-butyldimethylsilanyloxy)-4-vinylbenzene

: 1352754-68-7
2-[3,4-bis((dimethyl-tert-butylsilyl)oxy)phenyl]-5-(benzyloxy)-2,3-dihydro-8-methoxy-6-methylbenzo[b][1,4]oxathiine

Guidance literature:: With triethylamine; In chloroform; at 60 ℃; for 72h;
DOI:10.1002/chem.201101146

Reference yield:

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

: 1352754-68-7
2-[3,4-bis((dimethyl-tert-butylsilyl)oxy)phenyl]-5-(benzyloxy)-2,3-dihydro-8-methoxy-6-methylbenzo[b][1,4]oxathiine

Guidance literature:: Multi-step reaction with 9 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

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

Reference yield:

: 1352754-63-2
1-(5-(benzyloxy)-2-methoxy-4-methylphenyl)ethanone

: 1352754-68-7
2-[3,4-bis((dimethyl-tert-butylsilyl)oxy)phenyl]-5-(benzyloxy)-2,3-dihydro-8-methoxy-6-methylbenzo[b][1,4]oxathiine

Guidance literature:: Multi-step reaction with 4 steps

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

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

3: 2,6-di-tert-butyl-pyridine / chloroform / 0 - 20 °C / Inert atmosphere

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

With 2,6-di-tert-butyl-pyridine; toluene-4-sulfonic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; sodium hydroxide; In methanol; dichloromethane; chloroform; 1: Baeyer-Villiger oxidation / 4: Diels-Alder reaction;
DOI:10.1002/chem.201101146