(1S)-N-[2-tert-butoxy-5-(trifluoromethyl)benzyl]-1-isopropyl-3-oxocyclopentanecarboxamide

Base Information

• Chemical Name: (1S)-N-[2-tert-butoxy-5-(trifluoromethyl)benzyl]-1-isopropyl-3-oxocyclopentanecarboxamide
• CAS No.: 782493-18-9
• Molecular Formula: C₂₁H₂₈F₃NO₃
• Molecular Weight: 399.453
• Mol file: 782493-18-9.mol

Synonyms:(1S)-N-[2-tert-butoxy-5-(trifluoromethyl)benzyl]-1-isopropyl-3-oxocyclopentanecarboxamide

Chemical Property of (1S)-N-[2-tert-butoxy-5-(trifluoromethyl)benzyl]-1-isopropyl-3-oxocyclopentanecarboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S)-N-[2-tert-butoxy-5-(trifluoromethyl)benzyl]-1-isopropyl-3-oxocyclopentanecarboxamide

There total 24 articles about (1S)-N-[2-tert-butoxy-5-(trifluoromethyl)benzyl]-1-isopropyl-3-oxocyclopentanecarboxamide 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: 99.0%

(2-(tert-butoxy)-5-(trifluoromethyl)phenyl)methanamine (693248-13-4) + C9H13ClO2 (1204403-90-6) → (1S)-N-[2-tert-butoxy-5-(trifluoromethyl)benzyl]-1-isopropyl-3-oxocyclopentanecarboxamide (782493-18-9)

Guidance literature:

With triethylamine; In dichloromethane;

DOI:10.1021/ml900009d

Reference yield:

(1S)-1-isopropyl-3-oxocyclopentanecarboxylic acid (782493-13-4) + (2-(tert-butoxy)-5-(trifluoromethyl)phenyl)methanamine (693248-13-4) → (1S)-N-[2-tert-butoxy-5-(trifluoromethyl)benzyl]-1-isopropyl-3-oxocyclopentanecarboxamide (782493-18-9)

Guidance literature:

(1S)-1-isopropyl-3-oxocyclopentanecarboxylic acid; With oxalyl dichloride; N,N-dimethyl-formamide; at 0 - 20 ℃; for 1.5h;

(2-(tert-butoxy)-5-(trifluoromethyl)phenyl)methanamine; With triethylamine; In 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran; at 0 - 20 ℃; for 1.5h;

Reference yield:

1-isopropyl-3,3-dimethoxyyclopentanecarboxylate (400770-74-3) → (1S)-N-[2-tert-butoxy-5-(trifluoromethyl)benzyl]-1-isopropyl-3-oxocyclopentanecarboxamide (782493-18-9)

Guidance literature:

Multi-step reaction with 6 steps

1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 1.75 h / 0 - 20 °C

2: dmap; triethylamine / dichloromethane / 2 h / 0 - 20 °C

3: OD column / hexane; isopropyl alcohol / Resolution of racemate

4: hydrogen / palladium 10% on activated carbon / methanol / 7 h

5: oxalyl dichloride / N,N-dimethyl-formamide / 1.5 h / 0 - 20 °C

6: triethylamine / dichloromethane / 1.5 h / 0 - 20 °C

With dmap; oxalyl dichloride; hydrogen; triethylamine; palladium 10% on activated carbon; N,N-dimethyl-formamide; In methanol; hexane; dichloromethane; isopropyl alcohol;

upstream raw materials:

(2-(tert-butoxy)-5-(trifluoromethyl)phenyl)methanamine

C₉H₁₃ClO₂

(1S)-1-isopropyl-3-oxocyclopentanecarboxylic acid

1-isopropyl-3,3-dimethoxyyclopentanecarboxylate

Downstream raw materials:

C₂₃H₃₂F₃NO₄