N-[(trimethylsilyl)oxy]-N-(phenylmethyl)-2-methyl-5-hexen-3-amine

Base Information

• Chemical Name: N-[(trimethylsilyl)oxy]-N-(phenylmethyl)-2-methyl-5-hexen-3-amine
• CAS No.: 133985-95-2
• Molecular Formula: C₁₇H₂₉NOSi
• Molecular Weight: 291.509
• Mol file: 133985-95-2.mol

Synonyms:N-[(trimethylsilyl)oxy]-N-(phenylmethyl)-2-methyl-5-hexen-3-amine

Chemical Property of N-[(trimethylsilyl)oxy]-N-(phenylmethyl)-2-methyl-5-hexen-3-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[(trimethylsilyl)oxy]-N-(phenylmethyl)-2-methyl-5-hexen-3-amine

There total 3 articles about N-[(trimethylsilyl)oxy]-N-(phenylmethyl)-2-methyl-5-hexen-3-amine 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: 89.0%

chloro-trimethyl-silane (75-77-4) + N-Benzyl-N-(1-isopropyl-but-3-enyl)-hydroxylamine (198694-24-5) → N-[(trimethylsilyl)oxy]-N-(phenylmethyl)-2-methyl-5-hexen-3-amine (133985-95-2)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; Ambient temperature;

DOI:10.1021/jo00013a032

Reference yield:

(Z)-N-(2-methylpropylidene)benzylamine N-oxide (105623-17-4,115869-93-7) → N-[(trimethylsilyl)oxy]-N-(phenylmethyl)-2-methyl-5-hexen-3-amine (133985-95-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / tetrahydrofuran / 0 °C

2: 89 percent / Et₃N / dimethylformamide / Ambient temperature

With triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jo00013a032

Reference yield:

trimethylsilyl trifluoromethanesulfonate (27607-77-8) + allyltributylstanane (24850-33-7) + (Z)-N-(2-methylpropylidene)benzylamine N-oxide (105623-17-4,115869-93-7) → N-[(trimethylsilyl)oxy]-N-(phenylmethyl)-2-methyl-5-hexen-3-amine (133985-95-2)

Guidance literature:

Yield given. Multistep reaction; 1.) CH₂Cl₂, 0 deg C, 15 min; 2.) CH₂Cl₂, 20 deg C, 0.5 h;

DOI:10.1016/S0040-4039(97)10862-0

upstream raw materials:

chloro-trimethyl-silane

N-Benzyl-N-(1-isopropyl-but-3-enyl)-hydroxylamine

trimethylsilyl trifluoromethanesulfonate

allyltributylstanane

Downstream raw materials:

trans-(2-phenylmethyl)-3-(α-methylethyl)-5-(iodomethyl)isoxazolidine

cis-(2-phenylmethyl)-3-(α-methylethyl)-5-(iodomethyl)isoxazolidine