N-{4-[1-(5-(6-methoxy-2-naphthyl)-3-{[(trifluoromethyl)sulfonyl]oxy}-1H-pyrazol-1-yl)ethyl]benzoyl}-β-alaninate

Base Information

• Chemical Name: N-{4-[1-(5-(6-methoxy-2-naphthyl)-3-{[(trifluoromethyl)sulfonyl]oxy}-1H-pyrazol-1-yl)ethyl]benzoyl}-β-alaninate
• CAS No.: 870823-05-5
• Molecular Formula: C₃₁H₃₂F₃N₃O₇S
• Molecular Weight: 647.672
• Mol file: 870823-05-5.mol

Synonyms:N-{4-[1-(5-(6-methoxy-2-naphthyl)-3-{[(trifluoromethyl)sulfonyl]oxy}-1H-pyrazol-1-yl)ethyl]benzoyl}-β-alaninate

Chemical Property of N-{4-[1-(5-(6-methoxy-2-naphthyl)-3-{[(trifluoromethyl)sulfonyl]oxy}-1H-pyrazol-1-yl)ethyl]benzoyl}-β-alaninate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-{4-[1-(5-(6-methoxy-2-naphthyl)-3-{[(trifluoromethyl)sulfonyl]oxy}-1H-pyrazol-1-yl)ethyl]benzoyl}-β-alaninate

There total 5 articles about N-{4-[1-(5-(6-methoxy-2-naphthyl)-3-{[(trifluoromethyl)sulfonyl]oxy}-1H-pyrazol-1-yl)ethyl]benzoyl}-β-alaninate 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: 49.0%

tert-butyl N-[4-(1-hydroxyethyl)benzoyl]-β-alaninate (870823-04-4) + 3-(6-methoxy-2-naphthyl)-1H-pyrazol-5-yl trifluoromethanesulfonate (870823-02-2) → tert-butyl N-{4-[1-(3-(6-methoxy-2-naphthyl)-5-{[(trifluoromethyl)sulfonyl]oxy}-1H-pyrazol-1-yl)ethyl]benzoyl}-β-alaninate (870823-06-6) + N-{4-[1-(5-(6-methoxy-2-naphthyl)-3-{[(trifluoromethyl)sulfonyl]oxy}-1H-pyrazol-1-yl)ethyl]benzoyl}-β-alaninate (870823-05-5)

Guidance literature:

With triphenylphosphine; In dichloromethane; for 2h; Inert atmosphere;

DOI:10.1021/jm300579z

Reference yield:

tert-butyl N-[4-(1-hydroxyethyl)benzoyl]-β-alaninate (870823-04-4) + 3-(6-methoxy-2-naphthyl)-1H-pyrazol-5-yl trifluoromethanesulfonate (870823-02-2) → tert-butyl N-{4-[1-(3-(6-methoxy-2-naphthyl)-5-{[(trifluoromethyl)sulfonyl]oxy}-1H-pyrazol-1-yl)ethyl]benzoyl}-β-alaninate (870823-06-6) + N-{4-[1-(5-(6-methoxy-2-naphthyl)-3-{[(trifluoromethyl)sulfonyl]oxy}-1H-pyrazol-1-yl)ethyl]benzoyl}-β-alaninate (870823-05-5)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In dichloromethane; for 2h;

Reference yield:

6-methoxy-2-naphthoyl chloride (58601-32-4) → tert-butyl N-{4-[1-(3-(6-methoxy-2-naphthyl)-5-{[(trifluoromethyl)sulfonyl]oxy}-1H-pyrazol-1-yl)ethyl]benzoyl}-β-alaninate (870823-06-6) + N-{4-[1-(5-(6-methoxy-2-naphthyl)-3-{[(trifluoromethyl)sulfonyl]oxy}-1H-pyrazol-1-yl)ethyl]benzoyl}-β-alaninate (870823-05-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: triethylamine; magnesium chloride / ethyl acetate / 40 °C / Inert atmosphere

1.2: 2.5 h / 20 °C / Inert atmosphere

2.1: acetic acid; hydrazine / 3 h / Inert atmosphere; Reflux

3.1: pyridine / tetrahydrofuran / 2 h / -78 °C / Inert atmosphere

4.1: triphenylphosphine / dichloromethane / 2 h / Inert atmosphere

With pyridine; acetic acid; triethylamine; triphenylphosphine; magnesium chloride; hydrazine; In tetrahydrofuran; dichloromethane; ethyl acetate;

DOI:10.1021/jm300579z

upstream raw materials:

tert-butyl N-[4-(1-hydroxyethyl)benzoyl]-β-alaninate

3-(6-methoxy-2-naphthyl)-1H-pyrazol-5-yl trifluoromethanesulfonate

3-(6-methoxy-2-naphthyl)-1H-pyrazol-5-yl trifluoromethanesulfonate

5-(6-methoxy-2-naphthyl)-2,4-dihydro-3H-pyrazol-3-one

Downstream raw materials:

N-[(4-{1-[3-(3,4-dichlorophenyl)-5-(6-methoxynaphthalen-2-yl)-1H-pyrazol-1-yl]ethyl}phenyl)carbonyl]-β-alanine

N-({4-[1-{3-[2-fluoro-5-(trifluoromethyl)phenyl]-5-(6-methoxynaphthalen-2-yl)-1H-pyrazol-1-yl}ethyl]phenyl}carbonyl)-β-alanine

Refernces

• 1、 -. "Pyrazole derivatives, compositions containing such compounds and methods of use". Page/Page column 25. . Retrieved 2008/06/13.