hexanoic acid 1-benzyl-3-(tetrahydrofuran-2-yloxymethoxy)propylamide

Base Information

• Chemical Name: hexanoic acid 1-benzyl-3-(tetrahydrofuran-2-yloxymethoxy)propylamide
• CAS No.: 533902-34-0
• Molecular Formula: C₂₁H₃₃NO₄
• Molecular Weight: 363.497
• Mol file: 533902-34-0.mol

Synonyms:hexanoic acid 1-benzyl-3-(tetrahydrofuran-2-yloxymethoxy)propylamide

Chemical Property of hexanoic acid 1-benzyl-3-(tetrahydrofuran-2-yloxymethoxy)propylamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of hexanoic acid 1-benzyl-3-(tetrahydrofuran-2-yloxymethoxy)propylamide

There total 12 articles about hexanoic acid 1-benzyl-3-(tetrahydrofuran-2-yloxymethoxy)propylamide 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: 59.0%

hexanoic acid 1-benzyl-3-(4-hydroxybutoxymethoxy)propylamide (533902-78-2) → hexanoic acid 1-benzyl-3-(tetrahydrofuran-2-yloxymethoxy)propylamide (533902-34-0)

Guidance literature:

With [bis(acetoxy)iodo]benzene; iodine; In cyclohexane; for 2h; Irradiation;

DOI:10.1021/ol034273l

Reference yield:

1-phenylpent-4-en-2-ol (61077-65-4) → hexanoic acid 1-benzyl-3-(tetrahydrofuran-2-yloxymethoxy)propylamide (533902-34-0)

Guidance literature:

Multi-step reaction with 11 steps

1.1: ozone / CH₂Cl₂ / -78 °C

1.2: 78 percent / NaBH₄ / CH₂Cl₂; methanol / 5 h / -78 - 20 °C

2.1: 93 percent / imidazole / CH₂Cl₂ / 2 h / -42 °C

3.1: triethylamine / CH₂Cl₂ / 3.5 h / 0 °C

4.1: 6.93 g / NaN₃; tetrabutylammonium iodide / dimethylformamide / 14 h / 55 °C

5.1: tetrahydrofuran / 6 h / 20 °C

6.1: H₂O / tetrahydrofuran / 8 h / 20 °C

7.1: 1.31 g / triethylamine / tetrahydrofuran / 6 h / 20 °C

8.1: 89 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / 20 °C

9.1: 0.32 g / N,N-diisopropylethylamine / CH₂Cl₂ / 8 h / 45 °C

10.1: 98 percent / H₂ / 20 percent Pd/C / ethanol / 8 h / 20 °C

11.1: 59 percent / iodobenzene diacetate; iodine / cyclohexane / 2 h / Irradiation

With 1H-imidazole; sodium azide; [bis(acetoxy)iodo]benzene; tetrabutyl ammonium fluoride; water; hydrogen; iodine; tetra-(n-butyl)ammonium iodide; ozone; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; cyclohexane; N,N-dimethyl-formamide;

DOI:10.1021/ol034273l

Reference yield:

(±)-4-phenylbutane-1,3-diol (81096-91-5,74578-77-1) → hexanoic acid 1-benzyl-3-(tetrahydrofuran-2-yloxymethoxy)propylamide (533902-34-0)

Guidance literature:

Multi-step reaction with 10 steps

1: 93 percent / imidazole / CH₂Cl₂ / 2 h / -42 °C

2: triethylamine / CH₂Cl₂ / 3.5 h / 0 °C

3: 6.93 g / NaN₃; tetrabutylammonium iodide / dimethylformamide / 14 h / 55 °C

4: tetrahydrofuran / 6 h / 20 °C

5: H₂O / tetrahydrofuran / 8 h / 20 °C

6: 1.31 g / triethylamine / tetrahydrofuran / 6 h / 20 °C

7: 89 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / 20 °C

8: 0.32 g / N,N-diisopropylethylamine / CH₂Cl₂ / 8 h / 45 °C

9: 98 percent / H₂ / 20 percent Pd/C / ethanol / 8 h / 20 °C

10: 59 percent / iodobenzene diacetate; iodine / cyclohexane / 2 h / Irradiation

With 1H-imidazole; sodium azide; [bis(acetoxy)iodo]benzene; tetrabutyl ammonium fluoride; water; hydrogen; iodine; tetra-(n-butyl)ammonium iodide; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; cyclohexane; N,N-dimethyl-formamide;

DOI:10.1021/ol034273l

upstream raw materials:

hexanoic acid 1-benzyl-3-(4-hydroxybutoxymethoxy)propylamide

1-phenylpent-4-en-2-ol

(±)-4-phenylbutane-1,3-diol

4-(chloromethoxy)butoxymethylbenzene