Hexanoic acid, 4-[hydroxy[(1S)-1-[2,4,6-tris(1-methylethyl)phenyl]ethyl]amino]-5-methyl-, ethyl ester, (4R)-

Base Information

• Chemical Name: Hexanoic acid, 4-[hydroxy[(1S)-1-[2,4,6-tris(1-methylethyl)phenyl]ethyl]amino]-5-methyl-, ethyl ester, (4R)-
• CAS No.: 926622-73-3
• Molecular Formula: C26H45NO3
• Molecular Weight: 419.648
• Mol file: 926622-73-3.mol

Synonyms:

Chemical Property of Hexanoic acid, 4-[hydroxy[(1S)-1-[2,4,6-tris(1-methylethyl)phenyl]ethyl]amino]-5-methyl-, ethyl ester, (4R)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Hexanoic acid, 4-[hydroxy[(1S)-1-[2,4,6-tris(1-methylethyl)phenyl]ethyl]amino]-5-methyl-, ethyl ester, (4R)-

There total 9 articles about Hexanoic acid, 4-[hydroxy[(1S)-1-[2,4,6-tris(1-methylethyl)phenyl]ethyl]amino]-5-methyl-, ethyl ester, (4R)- 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: 94.0%

(S,Z)-N-(2-methylpropylidene)-1-(2,4,6-triisopropylphenyl)ethanamine N-oxide (926622-66-4) + ethyl acrylate (140-88-5,9003-32-1) → (R)-ethyl 4-(hydroxy-((S)-1-(2,4,6-triisopropylphenyl)ethyl)amino)-5-methylhexanoate (926622-73-3)

Guidance literature:

With samarium diiodide; In tetrahydrofuran; water; at -78 ℃; for 23h;

DOI:10.1021/jo061976i

Reference yield:

2-(1-azido-ethyl)-1,3,5-triisopropyl-benzene (926622-60-8) → (R)-ethyl 4-(hydroxy-((S)-1-(2,4,6-triisopropylphenyl)ethyl)amino)-5-methylhexanoate (926622-73-3)

Guidance literature:

Multi-step reaction with 8 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: 92 percent / anhydrous magnesium sulfate / CH₂Cl₂ / 24 h / Heating

8: 94 percent / samarium(II) iodide / tetrahydrofuran; H₂O / 23 h / -78 °C

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

DOI:10.1021/jo061976i

Reference yield:

(+/-)-1-(2,4,6-triisopropylphenyl)ethanol (102225-88-7,24226-23-1) → (R)-ethyl 4-(hydroxy-((S)-1-(2,4,6-triisopropylphenyl)ethyl)amino)-5-methylhexanoate (926622-73-3)

Guidance literature:

Multi-step reaction with 9 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: 92 percent / anhydrous magnesium sulfate / CH₂Cl₂ / 24 h / Heating

9: 94 percent / samarium(II) iodide / tetrahydrofuran; H₂O / 23 h / -78 °C

With pyridine; potassium hydroxide; samarium diiodide; 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 tetrahydrofuran; methanol; ethanol; dichloromethane; water; ethylene glycol; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo061976i

upstream raw materials:

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

ethyl acrylate

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

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

Downstream raw materials:

C₂₈H₄₇NO₄