tert-butyl N-{[1-(4-bromo-2-isopropylphenyl)-5-(2,6-dimethoxyphenyl)-1H-pyrazol-3-yl]carbonyl}-L-leucinate

Base Information

• Chemical Name: tert-butyl N-{[1-(4-bromo-2-isopropylphenyl)-5-(2,6-dimethoxyphenyl)-1H-pyrazol-3-yl]carbonyl}-L-leucinate
• CAS No.: 1476068-51-5
• Molecular Formula: C₃₁H₄₀BrN₃O₅
• Molecular Weight: 614.58
• Mol file: 1476068-51-5.mol

Synonyms:tert-butyl N-{[1-(4-bromo-2-isopropylphenyl)-5-(2,6-dimethoxyphenyl)-1H-pyrazol-3-yl]carbonyl}-L-leucinate

Chemical Property of tert-butyl N-{[1-(4-bromo-2-isopropylphenyl)-5-(2,6-dimethoxyphenyl)-1H-pyrazol-3-yl]carbonyl}-L-leucinate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl N-{[1-(4-bromo-2-isopropylphenyl)-5-(2,6-dimethoxyphenyl)-1H-pyrazol-3-yl]carbonyl}-L-leucinate

There total 4 articles about tert-butyl N-{[1-(4-bromo-2-isopropylphenyl)-5-(2,6-dimethoxyphenyl)-1H-pyrazol-3-yl]carbonyl}-L-leucinate 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: 62.0%

1-(4-bromo-2-isopropylphenyl)-5-(2,6-dimethoxyphenyl)-1H-pyrazole-3-carboxylic acid (1279881-34-3) + L-leucine tert-butyl ester hydrochloride (2748-02-9,13081-32-8) → tert-butyl N-{[1-(4-bromo-2-isopropylphenyl)-5-(2,6-dimethoxyphenyl)-1H-pyrazol-3-yl]carbonyl}-L-leucinate (1476068-51-5)

Guidance literature:

1-(4-bromo-2-isopropylphenyl)-5-(2,6-dimethoxyphenyl)-1H-pyrazole-3-carboxylic acid; With triethylamine; isobutyl chloroformate; In acetonitrile; at 20 ℃; Inert atmosphere;

L-leucine tert-butyl ester hydrochloride; With triethylamine; In acetonitrile; at 20 ℃; for 5h; Inert atmosphere;

DOI:10.1055/s-0033-1338497

Reference yield:

2-isopropylaniline (643-28-7) → tert-butyl N-{[1-(4-bromo-2-isopropylphenyl)-5-(2,6-dimethoxyphenyl)-1H-pyrazol-3-yl]carbonyl}-L-leucinate (1476068-51-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: ammonium acetate; N-Bromosuccinimide / acetonitrile / 0.17 h / 20 °C

2.1: hydrogenchloride; sodium nitrite / water / 0 °C

2.2: 0.5 h / 0 °C

2.3: 0.33 h / Reflux

3.1: potassium hydroxide; water / 1,4-dioxane / 4 h / Reflux

4.1: triethylamine; isobutyl chloroformate / acetonitrile / 20 °C / Inert atmosphere

4.2: 5 h / 20 °C / Inert atmosphere

With hydrogenchloride; N-Bromosuccinimide; ammonium acetate; water; triethylamine; potassium hydroxide; sodium nitrite; isobutyl chloroformate; In 1,4-dioxane; water; acetonitrile;

DOI:10.1055/s-0033-1338497

Reference yield:

4-bromo-2-isopropyl-aniline (81090-34-8) → tert-butyl N-{[1-(4-bromo-2-isopropylphenyl)-5-(2,6-dimethoxyphenyl)-1H-pyrazol-3-yl]carbonyl}-L-leucinate (1476068-51-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: hydrogenchloride; sodium nitrite / water / 0 °C

1.2: 0.5 h / 0 °C

1.3: 0.33 h / Reflux

2.1: potassium hydroxide; water / 1,4-dioxane / 4 h / Reflux

3.1: triethylamine; isobutyl chloroformate / acetonitrile / 20 °C / Inert atmosphere

3.2: 5 h / 20 °C / Inert atmosphere

With hydrogenchloride; water; triethylamine; potassium hydroxide; sodium nitrite; isobutyl chloroformate; In 1,4-dioxane; water; acetonitrile;

DOI:10.1055/s-0033-1338497

upstream raw materials:

1-(4-bromo-2-isopropylphenyl)-5-(2,6-dimethoxyphenyl)-1H-pyrazole-3-carboxylic acid

L-leucine tert-butyl ester hydrochloride

2-isopropylaniline

4-bromo-2-isopropyl-aniline

Downstream raw materials:

N-{[1-(4-bromo-2-isopropylphenyl)-5-(2,6-dimethoxyphenyl)-1H-pyrazol-3-yl]carbonyl}-L-leucine