2-benzyl-5-(tert-butyldimethylsilanyloxy)pentanoic acid methoxymethylamide

Base Information

Chemical Name:2-benzyl-5-(tert-butyldimethylsilanyloxy)pentanoic acid methoxymethylamide
CAS No.:1300035-52-2
Molecular Formula:C₂₀H₃₅NO₃Si
Molecular Weight:365.588
Hs Code.:

Synonyms:2-benzyl-5-(tert-butyldimethylsilanyloxy)pentanoic acid methoxymethylamide

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Chemical Property of 2-benzyl-5-(tert-butyldimethylsilanyloxy)pentanoic acid methoxymethylamide

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Technology Process of 2-benzyl-5-(tert-butyldimethylsilanyloxy)pentanoic acid methoxymethylamide

There total 5 articles about 2-benzyl-5-(tert-butyldimethylsilanyloxy)pentanoic acid methoxymethylamide 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: 65.0%

: 1300035-08-8
5-((tert-butyldimethylsilyl)oxy)-N-methoxy-N-methylpentanamide

: 100-39-0
benzyl bromide

: 1300035-52-2
2-benzyl-5-(tert-butyldimethylsilanyloxy)pentanoic acid methoxymethylamide

Guidance literature:: 5-((tert-butyldimethylsilyl)oxy)-N-methoxy-N-methylpentanamide; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

benzyl bromide; With N,N,N,N,N,N-hexamethylphosphoric triamide; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;
DOI:10.1021/ol200725m

Reference yield:

: 542-28-9,26354-94-9
3,4,5,6-tetrahydro-2H-pyran-2-one

: 1300035-52-2
2-benzyl-5-(tert-butyldimethylsilanyloxy)pentanoic acid methoxymethylamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: trimethylaluminum / dichloromethane; toluene / 0.33 h / 0 °C / Inert atmosphere

1.2: Inert atmosphere

1.3: 1 h / 0 °C / Inert atmosphere

2.1: dmap; triethylamine / dichloromethane / 1 h / 20 °C / Inert atmosphere

3.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

3.2: -78 - 20 °C / Inert atmosphere

With dmap; trimethylaluminum; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; toluene;
DOI:10.1021/ol200725m

Reference yield:

: 187756-41-8
5-hydroxy-pentanoic acid methyl-methoxy-amide

: 1300035-52-2
2-benzyl-5-(tert-butyldimethylsilanyloxy)pentanoic acid methoxymethylamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: dmap; triethylamine / dichloromethane / 1 h / 20 °C / Inert atmosphere

2.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

2.2: -78 - 20 °C / Inert atmosphere

With dmap; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ol200725m