N-methoxy-N-methyl-[N-tert-butoxycarbonyl-N-(2-phenyldimethylsilylbut-2(Z)-enyl)amino]acetamide

Base Information

Chemical Name:N-methoxy-N-methyl-[N-tert-butoxycarbonyl-N-(2-phenyldimethylsilylbut-2(Z)-enyl)amino]acetamide
CAS No.:320618-92-6
Molecular Formula:C₂₁H₃₄N₂O₄Si
Molecular Weight:406.597
Hs Code.:

Synonyms:N-methoxy-N-methyl-[N-tert-butoxycarbonyl-N-(2-phenyldimethylsilylbut-2(Z)-enyl)amino]acetamide

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Chemical Property of N-methoxy-N-methyl-[N-tert-butoxycarbonyl-N-(2-phenyldimethylsilylbut-2(Z)-enyl)amino]acetamide

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Technology Process of N-methoxy-N-methyl-[N-tert-butoxycarbonyl-N-(2-phenyldimethylsilylbut-2(Z)-enyl)amino]acetamide

There total 5 articles about N-methoxy-N-methyl-[N-tert-butoxycarbonyl-N-(2-phenyldimethylsilylbut-2(Z)-enyl)amino]acetamide 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%

: 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride

: 320618-85-7
[N-tert-butoxycarbonyl-N-(2-phenyldimethylsilylbut-2(Z)-enyl)amino]acetic acid

: 320618-92-6
N-methoxy-N-methyl-[N-tert-butoxycarbonyl-N-(2-phenyldimethylsilylbut-2(Z)-enyl)amino]acetamide

Guidance literature:: With dmap; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃;
DOI:10.1021/jo0056343

Reference yield:

: 4530-20-5
BOC-glycine

: 320618-92-6
N-methoxy-N-methyl-[N-tert-butoxycarbonyl-N-(2-phenyldimethylsilylbut-2(Z)-enyl)amino]acetamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: KH / dimethylformamide / 1 h / 0 °C

1.2: 63 percent / dimethylformamide / 14 h / 20 °C

2.1: 82 percent / N-ethyl-N,N-diisopropyl amine; N,N-dimethylaminopyridine; dicyclohexyl carbodimide / CH₂Cl₂ / 0 - 20 °C

With dmap; potassium hydride; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo0056343

Reference yield:

: 101150-39-4
E-1-iodo-1-(dimethylphenylsilyl)propene

: 320618-92-6
N-methoxy-N-methyl-[N-tert-butoxycarbonyl-N-(2-phenyldimethylsilylbut-2(Z)-enyl)amino]acetamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: DIBAL / diethyl ether / 1 h / Heating

1.2: MeLi / tetrahydrofuran; diethyl ether / 0 - 20 °C

1.3: 92 percent / tetrahydrofuran; diethyl ether / 14 h / 20 °C

2.1: 90 percent / Br₂; triphenylphosphine; triethylamine / CH₂Cl₂ / 0.17 h / -20 °C

3.1: KH / dimethylformamide / 1 h / 0 °C

3.2: 63 percent / dimethylformamide / 14 h / 20 °C

4.1: 82 percent / N-ethyl-N,N-diisopropyl amine; N,N-dimethylaminopyridine; dicyclohexyl carbodimide / CH₂Cl₂ / 0 - 20 °C

With dmap; bromine; potassium hydride; diisobutylaluminium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; triphenylphosphine; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo0056343