5-azido-4-benzylpentanoic acid

Base Information

• Chemical Name: 5-azido-4-benzylpentanoic acid
• CAS No.: 1608506-55-3
• Molecular Formula: C₁₂H₁₅N₃O₂
• Molecular Weight: 233.27
• Mol file: 1608506-55-3.mol

Synonyms:5-azido-4-benzylpentanoic acid

Chemical Property of 5-azido-4-benzylpentanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-azido-4-benzylpentanoic acid

There total 6 articles about 5-azido-4-benzylpentanoic acid 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: 82.0%

C12H14N4 (1608506-45-1) → 5-azido-4-benzylpentanoic acid (1608506-55-3)

Guidance literature:

With water; sodium hydroxide; In ethanol; at 85 ℃; for 4h; Inert atmosphere;

DOI:10.1021/ol501058a

Reference yield:

2-benzyl-4-cyano-butyric acid ethyl ester (10444-20-9) → 5-azido-4-benzylpentanoic acid (1608506-55-3)

Guidance literature:

Multi-step reaction with 4 steps

1: lithium chloride; potassium borohydride / tetrahydrofuran / 23 h / Inert atmosphere; Reflux

2: triethylamine; dmap / dichloromethane / 20 h / 20 °C / Inert atmosphere

3: sodium azide; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide / 24 h / 40 °C / Inert atmosphere

4: sodium hydroxide; water / ethanol / 4 h / 85 °C / Inert atmosphere

With dmap; sodium azide; potassium borohydride; water; tetra-(n-butyl)ammonium iodide; triethylamine; lithium chloride; sodium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ol501058a

Reference yield:

diethyl 2-benzyl-2-(2-cyanoethyl)malonate (10444-15-2) → 5-azido-4-benzylpentanoic acid (1608506-55-3)

Guidance literature:

Multi-step reaction with 5 steps

1: lithium chloride / dimethyl sulfoxide / 6 h / 140 °C / Inert atmosphere

2: lithium chloride; potassium borohydride / tetrahydrofuran / 23 h / Inert atmosphere; Reflux

3: triethylamine; dmap / dichloromethane / 20 h / 20 °C / Inert atmosphere

4: sodium azide; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide / 24 h / 40 °C / Inert atmosphere

5: sodium hydroxide; water / ethanol / 4 h / 85 °C / Inert atmosphere

With dmap; sodium azide; potassium borohydride; water; tetra-(n-butyl)ammonium iodide; triethylamine; lithium chloride; sodium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1021/ol501058a

upstream raw materials:

diethyl 2-benzylmalonate

diethyl 2-benzyl-2-(2-cyanoethyl)malonate

2-benzyl-4-cyano-butyric acid ethyl ester

4-Benzyl-5-hydroxy-pentansaeurenitril

Downstream raw materials:

C₁₂H₁₄ClN₃O

Refernces