4-(tert-butyldimethylsilyloxy)benzyl 4-(dimethoxymethyl)phenylcarbamate

Base Information

Chemical Name:4-(tert-butyldimethylsilyloxy)benzyl 4-(dimethoxymethyl)phenylcarbamate
CAS No.:1349833-23-3
Molecular Formula:C₂₃H₃₃NO₅Si
Molecular Weight:431.604
Hs Code.:

Synonyms:4-(tert-butyldimethylsilyloxy)benzyl 4-(dimethoxymethyl)phenylcarbamate

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Chemical Property of 4-(tert-butyldimethylsilyloxy)benzyl 4-(dimethoxymethyl)phenylcarbamate

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Technology Process of 4-(tert-butyldimethylsilyloxy)benzyl 4-(dimethoxymethyl)phenylcarbamate

There total 5 articles about 4-(tert-butyldimethylsilyloxy)benzyl 4-(dimethoxymethyl)phenylcarbamate 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: 82.0%

: 1825-61-2
Trimethylmethoxysilane

: 1349833-19-7
4-(tert-butyldimethylsilyloxy)benzyl 4-formylphenylcarbamate

: 1349833-23-3
4-(tert-butyldimethylsilyloxy)benzyl 4-(dimethoxymethyl)phenylcarbamate

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -78 - 25 ℃; Molecular sieve; Inert atmosphere;
DOI:10.1021/jo2018763

Reference yield:

: 120743-99-9
p-[(tert-butyldimethylsilyl)oxy]benzaldehyde

: 1349833-23-3
4-(tert-butyldimethylsilyloxy)benzyl 4-(dimethoxymethyl)phenylcarbamate

Guidance literature:: Multi-step reaction with 3 steps

1: sodium tetrahydroborate / methanol / 2 h / 25 °C / Inert atmosphere

2: diphenylphosphoranyl azide; triethylamine / 1,4-dioxane / 2 h / 105 °C / Inert atmosphere

3: trimethylsilyl trifluoromethanesulfonate / dichloromethane / -78 - 25 °C / Molecular sieve; Inert atmosphere

With sodium tetrahydroborate; trimethylsilyl trifluoromethanesulfonate; diphenylphosphoranyl azide; triethylamine; In 1,4-dioxane; methanol; dichloromethane; 2: Curtius rearrangement;
DOI:10.1021/jo2018763

Reference yield:

: 123-08-0,65581-83-1
4-hydroxy-benzaldehyde

: 1349833-23-3
4-(tert-butyldimethylsilyloxy)benzyl 4-(dimethoxymethyl)phenylcarbamate

Guidance literature:: Multi-step reaction with 4 steps

1: 1H-imidazole / tetrahydrofuran / 0 - 25 °C / Inert atmosphere

2: sodium tetrahydroborate / methanol / 2 h / 25 °C / Inert atmosphere

3: diphenylphosphoranyl azide; triethylamine / 1,4-dioxane / 2 h / 105 °C / Inert atmosphere

4: trimethylsilyl trifluoromethanesulfonate / dichloromethane / -78 - 25 °C / Molecular sieve; Inert atmosphere

With 1H-imidazole; sodium tetrahydroborate; trimethylsilyl trifluoromethanesulfonate; diphenylphosphoranyl azide; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; 3: Curtius rearrangement;
DOI:10.1021/jo2018763