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

Base Information

Chemical Name:tert-butyl 2-acetyl-3-((tert-butyldimethylsilyl)oxy)-5-(methoxymethyloxy)-6-(pivaloyloxy)benzoate
CAS No.:1430068-87-3
Molecular Formula:C₂₆H₄₂O₈Si
Molecular Weight:510.7
Hs Code.:

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

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

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

There total 5 articles about tert-butyl 2-acetyl-3-((tert-butyldimethylsilyl)oxy)-5-(methoxymethyloxy)-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: 72.0%

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

: 107-30-2
chloromethyl methyl ether

: 1430068-87-3
tert-butyl 2-acetyl-3-((tert-butyldimethylsilyl)oxy)-5-(methoxymethyloxy)-6-(pivaloyloxy)benzoate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; acetic acid methyl ester; toluene; at 0 - 23 ℃; for 1.33333h;
DOI:10.1002/anie.201205837

Reference yield:

: 3282-30-2
pivaloyl chloride

: 1430068-87-3
tert-butyl 2-acetyl-3-((tert-butyldimethylsilyl)oxy)-5-(methoxymethyloxy)-6-(pivaloyloxy)benzoate

Guidance literature:: Multi-step reaction with 5 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

5: N-ethyl-N,N-diisopropylamine / dichloromethane; toluene; acetic acid methyl ester / 1.33 h / 0 - 23 °C

With hydrogenchloride; dmap; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; acetic acid methyl ester; toluene; 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

: 1430068-87-3
tert-butyl 2-acetyl-3-((tert-butyldimethylsilyl)oxy)-5-(methoxymethyloxy)-6-(pivaloyloxy)benzoate

Guidance literature:: Multi-step reaction with 4 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

4: N-ethyl-N,N-diisopropylamine / dichloromethane; toluene; acetic acid methyl ester / 1.33 h / 0 - 23 °C

With hydrogenchloride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; acetic acid methyl ester; toluene; 2: |Diels-Alder Cycloaddition;
DOI:10.1002/anie.201205837