tert-butyl N-benzyl-5-(dimethylphenylsilyl)-5-oxopentylcarbamate

Base Information

Chemical Name:tert-butyl N-benzyl-5-(dimethylphenylsilyl)-5-oxopentylcarbamate
CAS No.:1346657-00-8
Molecular Formula:C₂₅H₃₅NO₃Si
Molecular Weight:425.643
Hs Code.:

Synonyms:tert-butyl N-benzyl-5-(dimethylphenylsilyl)-5-oxopentylcarbamate

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Chemical Property of tert-butyl N-benzyl-5-(dimethylphenylsilyl)-5-oxopentylcarbamate

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Technology Process of tert-butyl N-benzyl-5-(dimethylphenylsilyl)-5-oxopentylcarbamate

There total 9 articles about tert-butyl N-benzyl-5-(dimethylphenylsilyl)-5-oxopentylcarbamate 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: 87.0%

: 1234935-78-4
(dimethyl(phenyl)silyl)zinc chloride

: 1346656-98-1
tert-butyl 4-((phenylthio)carbonyl)butylbenzylcarbamate

: 1346657-00-8
tert-butyl N-benzyl-5-(dimethylphenylsilyl)-5-oxopentylcarbamate

Guidance literature:: With bis(dibenzylideneacetone)-palladium⁽⁰⁾; tricyclohexylphosphine; In tetrahydrofuran; diethyl ether; at 20 ℃;
DOI:10.1246/cl.2011.959

Reference yield:

: 2508-29-4
5-hydroxypentylamine

: 1346657-00-8
tert-butyl N-benzyl-5-(dimethylphenylsilyl)-5-oxopentylcarbamate

Guidance literature:: Multi-step reaction with 8 steps

1: triethylamine / dichloromethane / 3 h / 20 °C

2: 1H-imidazole / dichloromethane / 2 h / 20 °C

3: sodium hydride / tetrahydrofuran / 8 h / 0 - 20 °C

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C

5: pyridinium chlorochromate / dichloromethane / 2 h / 20 °C

6: sodium dihydrogen phosphate monohydrate; sodium chlorite; 2-methyl-but-2-ene / water; tert-butyl alcohol / 1 h / 0 - 20 °C

7: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 1 h / 0 - 20 °C

8: bis(dibenzylideneacetone)-palladium⁽⁰⁾; tricyclohexylphosphine / tetrahydrofuran; diethyl ether / 20 °C

With 1H-imidazole; dmap; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene; sodium chlorite; tetrabutyl ammonium fluoride; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; pyridinium chlorochromate; bis(dibenzylideneacetone)-palladium⁽⁰⁾; tricyclohexylphosphine; In tetrahydrofuran; diethyl ether; dichloromethane; water; tert-butyl alcohol;
DOI:10.1246/cl.2011.959

Reference yield:

: 500143-73-7
tert-butyl 5-{[tert-butyl(dimethyl)silyl]oxy}pentylcarbamate

: 1346657-00-8
tert-butyl N-benzyl-5-(dimethylphenylsilyl)-5-oxopentylcarbamate

Guidance literature:: Multi-step reaction with 6 steps

1: sodium hydride / tetrahydrofuran / 8 h / 0 - 20 °C

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C

3: pyridinium chlorochromate / dichloromethane / 2 h / 20 °C

4: sodium dihydrogen phosphate monohydrate; sodium chlorite; 2-methyl-but-2-ene / water; tert-butyl alcohol / 1 h / 0 - 20 °C

5: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 1 h / 0 - 20 °C

6: bis(dibenzylideneacetone)-palladium⁽⁰⁾; tricyclohexylphosphine / tetrahydrofuran; diethyl ether / 20 °C

With dmap; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene; sodium chlorite; tetrabutyl ammonium fluoride; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; pyridinium chlorochromate; bis(dibenzylideneacetone)-palladium⁽⁰⁾; tricyclohexylphosphine; In tetrahydrofuran; diethyl ether; dichloromethane; water; tert-butyl alcohol;
DOI:10.1246/cl.2011.959