(1S)-1-[2,4,6-Tri(propan-2-yl)phenyl]ethanamine

Base Information

• Chemical Name: (1S)-1-[2,4,6-Tri(propan-2-yl)phenyl]ethanamine
• CAS No.: 926622-53-9
• Molecular Formula: C17H29 N
• Molecular Weight: 247.423
• Hs Code.: 2921499090
• DSSTox Substance ID: DTXSID901195540
• Mol file: 926622-53-9.mol

Synonyms:926622-53-9;(1S)-1-[2,4,6-Tri(propan-2-yl)phenyl]ethanamine;(aS)-a-Methyl-2,4,6-tris(1-methylethyl)benzenemethanamine;DTXSID901195540;Benzenemethanamine,a-methyl-2,4,6-tris(1-methylethyl)-,(aS)-;Benzenemethanamine, -methyl-2,4,6-tris(1-methylethyl)-, (S)-

Chemical Property of (1S)-1-[2,4,6-Tri(propan-2-yl)phenyl]ethanamine

Chemical Property:

• PSA: 26.02000
• LogP: 5.77680
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 247.229999929
• Heavy Atom Count: 18
• Complexity: 226

Purity/Quality:

98% ^*data from raw suppliers

(ALPHA S)-ALPHA-METHYL-2,4,6-TRIS(1-METHYLETHYL)-BENZENEMETHANAMINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1=CC(=C(C(=C1)C(C)C)C(C)N)C(C)C
• Isomeric SMILES: C[C@@H](C1=C(C=C(C=C1C(C)C)C(C)C)C(C)C)N

Technology Process of (1S)-1-[2,4,6-Tri(propan-2-yl)phenyl]ethanamine

There total 4 articles about (1S)-1-[2,4,6-Tri(propan-2-yl)phenyl]ethanamine 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: 90.0%

[(S)-1-(2,4,6-Triisopropyl-phenyl)-ethyl]-carbamic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester (926622-51-7) → (S)-1-(2,4,6-triisopropylphenyl)ethylamine (926622-53-9)

Guidance literature:

With potassium hydroxide; In ethylene glycol; Heating;

DOI:10.1021/jo061976i

Reference yield:

2-(1-azido-ethyl)-1,3,5-triisopropyl-benzene (926622-60-8) → (S)-1-(2,4,6-triisopropylphenyl)ethylamine (926622-53-9)

Guidance literature:

Multi-step reaction with 3 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

With pyridine; potassium hydroxide; hydrogen; palladium on activated charcoal; In ethanol; dichloromethane; ethylene glycol;

DOI:10.1021/jo061976i

Reference yield:

(+/-)-1-(2,4,6-triisopropylphenyl)ethanol (102225-88-7,24226-23-1) → (S)-1-(2,4,6-triisopropylphenyl)ethylamine (926622-53-9)

Guidance literature:

Multi-step reaction with 4 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

With pyridine; potassium hydroxide; Zn(N₃)2/bis-pyridine complex; di-isopropyl azodicarboxylate; hydrogen; triphenylphosphine; palladium on activated charcoal; In ethanol; dichloromethane; ethylene glycol; toluene;

DOI:10.1021/jo061976i

upstream raw materials:

[(S)-1-(2,4,6-Triisopropyl-phenyl)-ethyl]-carbamic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

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

(+/-)-1-(2,4,6-triisopropylphenyl)ethanol

Downstream raw materials:

(S)-[1-(2,4,6-triisopropylphenyl)ethylamino]acetonitrile

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

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

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