3-((tert-butyldiphenylsilyl)oxy)-2-methyl-N-(3-oxoprop-1-en-2-yl)propanamide

Base Information

Chemical Name:3-((tert-butyldiphenylsilyl)oxy)-2-methyl-N-(3-oxoprop-1-en-2-yl)propanamide
CAS No.:1352039-08-7
Molecular Formula:C₂₃H₂₉NO₃Si
Molecular Weight:395.574
Hs Code.:

Synonyms:3-((tert-butyldiphenylsilyl)oxy)-2-methyl-N-(3-oxoprop-1-en-2-yl)propanamide

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Chemical Property of 3-((tert-butyldiphenylsilyl)oxy)-2-methyl-N-(3-oxoprop-1-en-2-yl)propanamide

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Technology Process of 3-((tert-butyldiphenylsilyl)oxy)-2-methyl-N-(3-oxoprop-1-en-2-yl)propanamide

There total 4 articles about 3-((tert-butyldiphenylsilyl)oxy)-2-methyl-N-(3-oxoprop-1-en-2-yl)propanamide 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: 86.0%

: 1352039-07-6
3-((tert-butyldiphenylsilyl)oxy)-N-(1,3-dihydroxypropan-2-yl)-2-methylpropanamide

: 1352039-08-7
3-((tert-butyldiphenylsilyl)oxy)-2-methyl-N-(3-oxoprop-1-en-2-yl)propanamide

Guidance literature:: 3-((tert-butyldiphenylsilyl)oxy)-N-(1,3-dihydroxypropan-2-yl)-2-methylpropanamide; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 0.333333h; Inert atmosphere;

With triethylamine; In dichloromethane; at -78 - -15 ℃; for 1.08333h; Inert atmosphere;

With water; In dichloromethane; at -15 ℃; Inert atmosphere;
DOI:10.1039/c1cc15829e

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 1352039-08-7
3-((tert-butyldiphenylsilyl)oxy)-2-methyl-N-(3-oxoprop-1-en-2-yl)propanamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1H-imidazole / dichloromethane / 12 h / 20 °C / Inert atmosphere

2.1: sodium hydroxide / ethanol; water / 14 h / 20 °C / Inert atmosphere

2.2: Inert atmosphere

3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 14 h / 0 - 20 °C / Inert atmosphere

4.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.33 h / -78 °C / Inert atmosphere

4.2: 1.08 h / -78 - -15 °C / Inert atmosphere

4.3: -15 °C / Inert atmosphere

With 1H-imidazole; oxalyl dichloride; benzotriazol-1-ol; dimethyl sulfoxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In ethanol; dichloromethane; water;
DOI:10.1039/c1cc15829e

Reference yield:

: 820963-51-7
3-(tert-butyldiphenylsilanyloxy)-2-methylpropionic acid

: 1352039-08-7
3-((tert-butyldiphenylsilyl)oxy)-2-methyl-N-(3-oxoprop-1-en-2-yl)propanamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 14 h / 0 - 20 °C / Inert atmosphere

2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.33 h / -78 °C / Inert atmosphere

2.2: 1.08 h / -78 - -15 °C / Inert atmosphere

2.3: -15 °C / Inert atmosphere

With oxalyl dichloride; benzotriazol-1-ol; dimethyl sulfoxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1039/c1cc15829e