tert-butyl 2-acetyl-3-((tert-butyldimethylsilyl)oxy)-5-hydroxy-6-(pivaloyloxy)benzoate

Base Information

Chemical Name:tert-butyl 2-acetyl-3-((tert-butyldimethylsilyl)oxy)-5-hydroxy-6-(pivaloyloxy)benzoate
CAS No.:1430068-86-2
Molecular Formula:C₂₄H₃₈O₇Si
Molecular Weight:466.647
Hs Code.:

Synonyms:tert-butyl 2-acetyl-3-((tert-butyldimethylsilyl)oxy)-5-hydroxy-6-(pivaloyloxy)benzoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of tert-butyl 2-acetyl-3-((tert-butyldimethylsilyl)oxy)-5-hydroxy-6-(pivaloyloxy)benzoate

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Technology Process of tert-butyl 2-acetyl-3-((tert-butyldimethylsilyl)oxy)-5-hydroxy-6-(pivaloyloxy)benzoate

There total 4 articles about tert-butyl 2-acetyl-3-((tert-butyldimethylsilyl)oxy)-5-hydroxy-6-(pivaloyloxy)benzoate 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:

: tert-butyl 3-acetyl-4-((tert-butyldimethylsilyl)oxy)-6-(pivaloyloxy)-7-oxabicyclo[2.2.1]hepta-2,5-diene-2-carboxylate

: 1430068-86-2
tert-butyl 2-acetyl-3-((tert-butyldimethylsilyl)oxy)-5-hydroxy-6-(pivaloyloxy)benzoate

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; 1,4-dioxane; at 0 - 23 ℃; for 2h;
DOI:10.1002/anie.201205837

Reference yield:

: 3282-30-2
pivaloyl chloride

: 1430068-86-2
tert-butyl 2-acetyl-3-((tert-butyldimethylsilyl)oxy)-5-hydroxy-6-(pivaloyloxy)benzoate

Guidance literature:: Multi-step reaction with 4 steps

1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h / 0 - 23 °C

2: triethylamine / dichloromethane / 1.17 h / 0 - 23 °C

3: tetrahydrofuran / 1 h / 0 - 23 °C

4: hydrogenchloride / tetrahydrofuran; 1,4-dioxane / 2 h / 0 - 23 °C

With hydrogenchloride; dmap; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; 3: |Diels-Alder Cycloaddition;
DOI:10.1002/anie.201205837

Reference yield:

: 141479-84-7
propanoic acid; 2,2-dimethyl-2,5-dihydro-5-oxo-3-furanyl ester

: 1430068-86-2
tert-butyl 2-acetyl-3-((tert-butyldimethylsilyl)oxy)-5-hydroxy-6-(pivaloyloxy)benzoate

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 1.17 h / 0 - 23 °C

2: tetrahydrofuran / 1 h / 0 - 23 °C

3: hydrogenchloride / tetrahydrofuran; 1,4-dioxane / 2 h / 0 - 23 °C

With hydrogenchloride; triethylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; 2: |Diels-Alder Cycloaddition;
DOI:10.1002/anie.201205837