(S,Z)-N-(3-methylbutylidene)-1-(2,4,6-triisopropylphenyl)ethanamine N-oxide

Base Information

• Chemical Name: (S,Z)-N-(3-methylbutylidene)-1-(2,4,6-triisopropylphenyl)ethanamine N-oxide
• CAS No.: 926622-65-3
• Molecular Formula: C₂₂H₃₇NO
• Molecular Weight: 331.542
• Mol file: 926622-65-3.mol

Synonyms:(S,Z)-N-(3-methylbutylidene)-1-(2,4,6-triisopropylphenyl)ethanamine N-oxide

Chemical Property of (S,Z)-N-(3-methylbutylidene)-1-(2,4,6-triisopropylphenyl)ethanamine N-oxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S,Z)-N-(3-methylbutylidene)-1-(2,4,6-triisopropylphenyl)ethanamine N-oxide

There total 8 articles about (S,Z)-N-(3-methylbutylidene)-1-(2,4,6-triisopropylphenyl)ethanamine N-oxide 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: 87.0%

(S)-N-[1-(2,4,6-triisopropylphenyl)ethyl]hydroxylamine (926622-58-4) + isovaleraldehyde (590-86-3) → (S,Z)-N-(3-methylbutylidene)-1-(2,4,6-triisopropylphenyl)ethanamine N-oxide (926622-65-3)

Guidance literature:

With magnesium sulfate; In dichloromethane; for 6.5h; Heating;

DOI:10.1021/jo061976i

Reference yield:

2-(1-azido-ethyl)-1,3,5-triisopropyl-benzene (926622-60-8) → (S,Z)-N-(3-methylbutylidene)-1-(2,4,6-triisopropylphenyl)ethanamine N-oxide (926622-65-3)

Guidance literature:

Multi-step reaction with 7 steps

1: hydrogen / palladium on carbon / ethanol / 64 h

2: 16.03 g / pyridine / CH₂Cl₂ / 13 h / 20 °C

3: 90 percent / KOH / ethane-1,2-diol / Heating

4: 91 percent / potassium carbonate / dimethylformamide / 5 h / 20 °C

5: 88 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 19 h / 40 °C

6: 74 percent / hydroxylamine hydrochloride / methanol / 18 h / 60 °C

7: 87 percent / anhydrous magnesium sulfate / CH₂Cl₂ / 6.5 h / Heating

With pyridine; potassium hydroxide; hydroxylamine hydrochloride; hydrogen; magnesium sulfate; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In methanol; ethanol; dichloromethane; ethylene glycol; N,N-dimethyl-formamide;

DOI:10.1021/jo061976i

Reference yield:

(+/-)-1-(2,4,6-triisopropylphenyl)ethanol (102225-88-7,24226-23-1) → (S,Z)-N-(3-methylbutylidene)-1-(2,4,6-triisopropylphenyl)ethanamine N-oxide (926622-65-3)

Guidance literature:

Multi-step reaction with 8 steps

1: triphenylphosphine; Zn(N₃)2(pyridine)2; diisopropyl azodicarboxylate / toluene / 48 h / 20 °C

2: hydrogen / palladium on carbon / ethanol / 64 h

3: 16.03 g / pyridine / CH₂Cl₂ / 13 h / 20 °C

4: 90 percent / KOH / ethane-1,2-diol / Heating

5: 91 percent / potassium carbonate / dimethylformamide / 5 h / 20 °C

6: 88 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 19 h / 40 °C

7: 74 percent / hydroxylamine hydrochloride / methanol / 18 h / 60 °C

8: 87 percent / anhydrous magnesium sulfate / CH₂Cl₂ / 6.5 h / Heating

With pyridine; potassium hydroxide; Zn(N₃)2/bis-pyridine complex; di-isopropyl azodicarboxylate; hydroxylamine hydrochloride; hydrogen; magnesium sulfate; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; palladium on activated charcoal; In methanol; ethanol; dichloromethane; ethylene glycol; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo061976i

upstream raw materials:

(S)-N-[1-(2,4,6-triisopropylphenyl)ethyl]hydroxylamine

isovaleraldehyde

2-(1-azido-ethyl)-1,3,5-triisopropyl-benzene

(S)-1-(2,4,6-triisopropylphenyl)ethylamine

Downstream raw materials:

(R)-ethyl 4-(hydroxy-((S)-1-(2,4,6-triisopropylphenyl)ethyl)amino)-6-methylheptanoate

C₂₉H₄₉NO₄