N-tert-butoxycarbonyl-N-[2-phenyldimethylsilyl-2(Z)-enyl]-but-2-ynamine

Base Information

Chemical Name:N-tert-butoxycarbonyl-N-[2-phenyldimethylsilyl-2(Z)-enyl]-but-2-ynamine
CAS No.:320618-90-4
Molecular Formula:C₂₁H₃₁NO₂Si
Molecular Weight:357.568
Hs Code.:

Synonyms:N-tert-butoxycarbonyl-N-[2-phenyldimethylsilyl-2(Z)-enyl]-but-2-ynamine

Suppliers and Price of N-tert-butoxycarbonyl-N-[2-phenyldimethylsilyl-2(Z)-enyl]-but-2-ynamine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N-tert-butoxycarbonyl-N-[2-phenyldimethylsilyl-2(Z)-enyl]-but-2-ynamine

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of N-tert-butoxycarbonyl-N-[2-phenyldimethylsilyl-2(Z)-enyl]-but-2-ynamine

There total 4 articles about N-tert-butoxycarbonyl-N-[2-phenyldimethylsilyl-2(Z)-enyl]-but-2-ynamine 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: 62.0%

: 156731-36-1
1-(N-tert-butoxycarbonylamino)-but-2-yne

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

: 320618-90-4
N-tert-butoxycarbonyl-N-[2-phenyldimethylsilyl-2(Z)-enyl]-but-2-ynamine

Guidance literature:: 1-(N-tert-butoxycarbonylamino)-but-2-yne; 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:

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

: 320618-90-4
N-tert-butoxycarbonyl-N-[2-phenyldimethylsilyl-2(Z)-enyl]-but-2-ynamine

Guidance literature:: Multi-step reaction with 3 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 / tetrahydrofuran / 1 h / 0 °C

3.2: 62 percent / tetrahydrofuran / 14 h / 20 °C

With bromine; potassium hydride; diisobutylaluminium hydride; triethylamine; triphenylphosphine; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/jo0056343

Reference yield:

: 155055-38-2
1-[bis-N-(tert-butoxycarbonyl)amino]-but-2-yne

: 320618-90-4
N-tert-butoxycarbonyl-N-[2-phenyldimethylsilyl-2(Z)-enyl]-but-2-ynamine

Guidance literature:: Multi-step reaction with 2 steps

1.1: 93 percent / TFA / CH₂Cl₂ / 1 h / 20 °C

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

2.2: 62 percent / tetrahydrofuran / 14 h / 20 °C

With potassium hydride; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo0056343