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

Base Information

• Chemical Name: (2S)-3-(3',4'-difluorophenyl)-2-{3''-[(5'''-methylisoxazole-3'''-carbonyl)amino]-2''-oxo-2''H-pyridin-1''-yl}propionic acid methyl ester
• CAS No.: 422323-12-4
• Molecular Formula: C₂₀H₁₇F₂N₃O₅
• Molecular Weight: 417.369
• Mol file: 422323-12-4.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 7 articles about (2S)-3-(3',4'-difluorophenyl)-2-{3''-[(5'''-methylisoxazole-3'''-carbonyl)amino]-2''-oxo-2''H-pyridin-1''-yl}propionic acid methyl 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: 81.0%

5-methylisoxazole-3-carboxylic acid (2'-hydroxypyridin-3'-yl)amide (343566-51-8) + (2R)-3-(3',4'-difluorophenyl)-2-trifluoromethanesulfonyloxypropionic acid methyl ester → (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)

Guidance literature:

5-methylisoxazole-3-carboxylic acid (2'-hydroxypyridin-3'-yl)amide; With sodium hydride; In tetrahydrofuran; at 23 ℃; for 0.5h;

(2R)-3-(3',4'-difluorophenyl)-2-trifluoromethanesulfonyloxypropionic acid methyl ester; In tetrahydrofuran; at 23 ℃; for 2h; Further stages.;

DOI:10.1021/jm010469k

Reference yield:

2-hydroxy-3-nitropyridine (6332-56-5) → (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)

Guidance literature:

Multi-step reaction with 3 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

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

DOI:10.1021/jm010469k

Reference yield:

2-hydroxy-3-aminopyridine (33630-99-8) → (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)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 65 percent / acetonitrile / 1.67 h / 0 - 23 °C

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

2.2: 81 percent / tetrahydrofuran / 2 h / 23 °C

With sodium hydride; In tetrahydrofuran; acetonitrile;

DOI:10.1021/jm010469k

upstream raw materials:

5-methylisoxazole-3-carboxylic acid (2'-hydroxypyridin-3'-yl)amide

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

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