N-tert-butoxycarbonyl-N-[2-phenyldimethylsilyl-2(Z)-enyl]-3-trimethylsilylpropynamine

Base Information

Chemical Name:N-tert-butoxycarbonyl-N-[2-phenyldimethylsilyl-2(Z)-enyl]-3-trimethylsilylpropynamine
CAS No.:320618-91-5
Molecular Formula:C₂₃H₃₇NO₂Si₂
Molecular Weight:415.723
Hs Code.:

Synonyms:N-tert-butoxycarbonyl-N-[2-phenyldimethylsilyl-2(Z)-enyl]-3-trimethylsilylpropynamine

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Chemical Property of N-tert-butoxycarbonyl-N-[2-phenyldimethylsilyl-2(Z)-enyl]-3-trimethylsilylpropynamine

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Technology Process of N-tert-butoxycarbonyl-N-[2-phenyldimethylsilyl-2(Z)-enyl]-3-trimethylsilylpropynamine

There total 6 articles about N-tert-butoxycarbonyl-N-[2-phenyldimethylsilyl-2(Z)-enyl]-3-trimethylsilylpropynamine 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: 45.0%

: 71592-57-9
N-(tert-butoxycarbonyl)-3-(trimethylsilyl)-2-propynylamine

: 320618-66-4
1-bromo-2-(dimethylphenylsilanyl)but-2(E)-ene

: 320618-91-5
N-tert-butoxycarbonyl-N-[2-phenyldimethylsilyl-2(Z)-enyl]-3-trimethylsilylpropynamine

Guidance literature:: N-(tert-butoxycarbonyl)-3-(trimethylsilyl)-2-propynylamine; With potassium hydride; In tetrahydrofuran; at 0 ℃; for 1h;

1-bromo-2-(dimethylphenylsilanyl)but-2(E)-ene; In tetrahydrofuran; at 20 ℃; for 14h; Further stages.;
DOI:10.1021/jo0056343

Reference yield:

: 5272-36-6
3-trimethylsilyl-2-propyn-1-ol

: 320618-91-5
N-tert-butoxycarbonyl-N-[2-phenyldimethylsilyl-2(Z)-enyl]-3-trimethylsilylpropynamine

Guidance literature:: Multi-step reaction with 4 steps

1.1: Br₂; PPh₃ / dimethylformamide / 2 h / 20 °C

2.1: K₂CO₃ / dimethylformamide / 0.33 h / 20 °C

2.2: 1.59 g / dimethylformamide / 14 h / 20 °C

3.1: 100 percent / TFA / CH₂Cl₂ / 1 h / 20 °C

4.1: KH / tetrahydrofuran / 1 h / 0 °C

4.2: 45 percent / tetrahydrofuran / 14 h / 20 °C

With bromine; potassium hydride; potassium carbonate; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo0056343

Reference yield:

: 38002-45-8
3-bromo-1-(trimethylsilyl)-1-propyne

: 320618-91-5
N-tert-butoxycarbonyl-N-[2-phenyldimethylsilyl-2(Z)-enyl]-3-trimethylsilylpropynamine

Guidance literature:: Multi-step reaction with 3 steps

1.1: K₂CO₃ / dimethylformamide / 0.33 h / 20 °C

1.2: 1.59 g / dimethylformamide / 14 h / 20 °C

2.1: 100 percent / TFA / CH₂Cl₂ / 1 h / 20 °C

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

3.2: 45 percent / tetrahydrofuran / 14 h / 20 °C

With potassium hydride; potassium carbonate; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo0056343