(2R)-3-(3',4'-difluorophenyl)-2-{3''-[(5'''-methylisoxacole-3'''-carbonyl)amino]-2''-oxo-2''H-pyridin-1''-yl}propionic acid

Base Information

• Chemical Name: (2R)-3-(3',4'-difluorophenyl)-2-{3''-[(5'''-methylisoxacole-3'''-carbonyl)amino]-2''-oxo-2''H-pyridin-1''-yl}propionic acid
• CAS No.: 422323-13-5
• Molecular Formula: C₁₉H₁₅F₂N₃O₅
• Molecular Weight: 403.342
• Mol file: 422323-13-5.mol

Synonyms:(2R)-3-(3',4'-difluorophenyl)-2-{3''-[(5'''-methylisoxacole-3'''-carbonyl)amino]-2''-oxo-2''H-pyridin-1''-yl}propionic acid

Chemical Property of (2R)-3-(3',4'-difluorophenyl)-2-{3''-[(5'''-methylisoxacole-3'''-carbonyl)amino]-2''-oxo-2''H-pyridin-1''-yl}propionic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R)-3-(3',4'-difluorophenyl)-2-{3''-[(5'''-methylisoxacole-3'''-carbonyl)amino]-2''-oxo-2''H-pyridin-1''-yl}propionic acid

There total 12 articles about (2R)-3-(3',4'-difluorophenyl)-2-{3''-[(5'''-methylisoxacole-3'''-carbonyl)amino]-2''-oxo-2''H-pyridin-1''-yl}propionic 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:

2-hydroxy-3-nitropyridine (6332-56-5) → (2R)-3-(3',4'-difluorophenyl)-2-{3''-[(5'''-methylisoxacole-3'''-carbonyl)amino]-2''-oxo-2''H-pyridin-1''-yl}propionic acid (422323-13-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: H₂ / 10percent Pd/C / ethanol / 16 h / 760.05 Torr

2.1: 65 percent / acetonitrile / 1.67 h / 0 - 23 °C

3.1: NaH / tetrahydrofuran / 0.5 h / 23 °C

3.2: 81 percent / tetrahydrofuran / 2 h / 23 °C

4.1: LiI / pyridine / 0.5 h / Heating

With hydrogen; sodium hydride; lithium iodide; 10percent Pd/C; In tetrahydrofuran; pyridine; ethanol; acetonitrile;

DOI:10.1021/jm010469k

Reference yield:

(2S)-3-(3',4'-difluorophenyl)-2-{3''-[(5'''-methylisoxazole-3'''-carbonyl)amino]-2''-oxo-2''H-pyridin-1''-yl}propionic acid methyl ester (422323-12-4) → (2R)-3-(3',4'-difluorophenyl)-2-{3''-[(5'''-methylisoxacole-3'''-carbonyl)amino]-2''-oxo-2''H-pyridin-1''-yl}propionic acid (422323-13-5)

Guidance literature:

With lithium iodide; In pyridine; for 0.5h; Heating;

DOI:10.1021/jm010469k

Reference yield:

3-(3,4-difluoro-phenyl)-2-{3-[(5-methyl-isoxazole-3-carbonyl)-amino]-2-oxo-2H-pyridin-1-yl}-propionic acid methyl ester → (2R)-3-(3',4'-difluorophenyl)-2-{3''-[(5'''-methylisoxacole-3'''-carbonyl)amino]-2''-oxo-2''H-pyridin-1''-yl}propionic acid (422323-13-5) + 3-(3,4-difluoro-phenyl)-2-{3-[(5-methyl-isoxazole-3-carbonyl)-amino]-2-oxo-2H-pyridin-1-yl}-propionic acid methyl ester

Guidance literature:

With Bacillus lentus protease; In water; acetonitrile; at 30 ℃; pH=8.0;

DOI:10.1016/j.tet.2003.10.101

upstream raw materials:

(2S)-3-(3',4'-difluorophenyl)-2-{3''-[(5'''-methylisoxazole-3'''-carbonyl)amino]-2''-oxo-2''H-pyridin-1''-yl}propionic acid methyl ester

2-hydroxy-3-aminopyridine

2-hydroxy-3-nitropyridine

(2R)-3-(3',4'-difluorophenyl)-2-hydroxypropionic acid methyl ester

Downstream raw materials:

(1''S,1''''S,3'''''S)-5-methylisoxazole-3-carboxylic acid (1'-{2''-(3''',4'''-difluorophenyl)-1''-[2''''-hydroxy-1''''-(2'''''-oxopyrrolidin-3'''''-ylmethyl)ethylcarbamoyl]ethyl}-2'-oxo-1',2'-dihydropyridin-3'-yl)amide