2-{(1-(3-[4-chlorophenyl]propyl)aminocarbonyl)cyclopentylmethyl}-4-methoxybutyric acid tert-butyl ester

Base Information

• Chemical Name: 2-{(1-(3-[4-chlorophenyl]propyl)aminocarbonyl)cyclopentylmethyl}-4-methoxybutyric acid tert-butyl ester
• CAS No.: 465528-50-1
• Molecular Formula: C₂₅H₃₈FNO₄
• Molecular Weight: 435.579
• Mol file: 465528-50-1.mol

Synonyms:2-{(1-(3-[4-chlorophenyl]propyl)aminocarbonyl)cyclopentylmethyl}-4-methoxybutyric acid tert-butyl ester

Chemical Property of 2-{(1-(3-[4-chlorophenyl]propyl)aminocarbonyl)cyclopentylmethyl}-4-methoxybutyric acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-{(1-(3-[4-chlorophenyl]propyl)aminocarbonyl)cyclopentylmethyl}-4-methoxybutyric acid tert-butyl ester

There total 5 articles about 2-{(1-(3-[4-chlorophenyl]propyl)aminocarbonyl)cyclopentylmethyl}-4-methoxybutyric acid tert-butyl ester 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: 67.0%

1-[-2-(tert-Butoxycarbonyl)-4-methoxybutyl]Cyclopentanecarboxylic Acid (388631-29-6) + 3-(4-fluorophenyl)propan-1-amine (101488-65-7) → 2-{(1-(3-[4-chlorophenyl]propyl)aminocarbonyl)cyclopentylmethyl}-4-methoxybutyric acid tert-butyl ester (465528-50-1)

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1016/j.bmc.2006.10.002

Reference yield:

tert-butyl 3-bromopropionate (55666-43-8) → 2-{(1-(3-[4-chlorophenyl]propyl)aminocarbonyl)cyclopentylmethyl}-4-methoxybutyric acid tert-butyl ester (465528-50-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: LDA / hexane; tetrahydrofuran / 2.5 h / -20 - 20 °C

1.2: 29 percent / hexane; tetrahydrofuran / 2 h / 20 °C

2.1: lithium diisopropylamide / tetrahydrofuran / 0.75 h / -78 °C

2.2: 55 percent / tetrahydrofuran / -78 - 20 °C

3.1: 67 percent / 1-hydroxybenzotriazole; N-methylmorpholine; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide / CH₂Cl₂ / 12 h / 20 °C

With 4-methyl-morpholine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1016/j.bmc.2006.10.002

Reference yield:

cyclopentanecarboxylic acid (3400-45-1) → 2-{(1-(3-[4-chlorophenyl]propyl)aminocarbonyl)cyclopentylmethyl}-4-methoxybutyric acid tert-butyl ester (465528-50-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: LDA / hexane; tetrahydrofuran / 2.5 h / -20 - 20 °C

1.2: 29 percent / hexane; tetrahydrofuran / 2 h / 20 °C

2.1: lithium diisopropylamide / tetrahydrofuran / 0.75 h / -78 °C

2.2: 55 percent / tetrahydrofuran / -78 - 20 °C

3.1: 67 percent / 1-hydroxybenzotriazole; N-methylmorpholine; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide / CH₂Cl₂ / 12 h / 20 °C

With 4-methyl-morpholine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1016/j.bmc.2006.10.002

upstream raw materials:

1-[-2-(tert-Butoxycarbonyl)-4-methoxybutyl]Cyclopentanecarboxylic Acid

3-(4-fluorophenyl)propan-1-amine

tert-butyl 3-bromopropionate

cyclopentanecarboxylic acid