8-tert-butyl-2,3-dihydro-6-(hydroxymethyl)-2-(4-methoxyphenyl)benzo[b][1,4]oxathiin-5-ol

Base Information

Chemical Name:8-tert-butyl-2,3-dihydro-6-(hydroxymethyl)-2-(4-methoxyphenyl)benzo[b][1,4]oxathiin-5-ol
CAS No.:1352754-50-7
Molecular Formula:C₂₀H₂₄O₄S
Molecular Weight:360.474
Hs Code.:

Synonyms:8-tert-butyl-2,3-dihydro-6-(hydroxymethyl)-2-(4-methoxyphenyl)benzo[b][1,4]oxathiin-5-ol

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Chemical Property of 8-tert-butyl-2,3-dihydro-6-(hydroxymethyl)-2-(4-methoxyphenyl)benzo[b][1,4]oxathiin-5-ol

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Technology Process of 8-tert-butyl-2,3-dihydro-6-(hydroxymethyl)-2-(4-methoxyphenyl)benzo[b][1,4]oxathiin-5-ol

There total 4 articles about 8-tert-butyl-2,3-dihydro-6-(hydroxymethyl)-2-(4-methoxyphenyl)benzo[b][1,4]oxathiin-5-ol 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: 72.0%

: 1352754-49-4
methyl 8-tert-butyl-2,3-dihydro-5-hydroxy-2-(4-methoxyphenyl)benzo[b][1,4]oxathiine-6-carboxylate

: 1352754-50-7
8-tert-butyl-2,3-dihydro-6-(hydroxymethyl)-2-(4-methoxyphenyl)benzo[b][1,4]oxathiin-5-ol

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at -10 ℃; for 0.5h; Inert atmosphere;
DOI:10.1002/chem.201101146

Reference yield:

: 1352754-47-2
methyl 5-tert-butyl-2,4-dihydroxybenzoate

: 1352754-50-7
8-tert-butyl-2,3-dihydro-6-(hydroxymethyl)-2-(4-methoxyphenyl)benzo[b][1,4]oxathiin-5-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 2,6-di-tert-butyl-pyridine / chloroform / 0 - 20 °C / Inert atmosphere

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

3: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / -10 °C / Inert atmosphere

With lithium aluminium tetrahydride; 2,6-di-tert-butyl-pyridine; triethylamine; In tetrahydrofuran; chloroform; 2: Diels-Alder reaction;
DOI:10.1002/chem.201101146

Reference yield:

: 2150-47-2
methyl 2,4-dihydroxybenzoate

: 1352754-50-7
8-tert-butyl-2,3-dihydro-6-(hydroxymethyl)-2-(4-methoxyphenyl)benzo[b][1,4]oxathiin-5-ol

Guidance literature:: Multi-step reaction with 4 steps

1: sulfuric acid / 94 h / 60 °C

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

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

4: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / -10 °C / Inert atmosphere

With lithium aluminium tetrahydride; 2,6-di-tert-butyl-pyridine; sulfuric acid; triethylamine; In tetrahydrofuran; chloroform; 3: Diels-Alder reaction;
DOI:10.1002/chem.201101146