(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

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Chemical Name:(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
CAS No.:422323-15-7
Molecular Formula:C₂₆H₂₇F₂N₅O₆
Molecular Weight:543.527
Hs Code.:

(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

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 11 articles about (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 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:

: 6332-56-5
2-hydroxy-3-nitropyridine

: 422323-15-7
(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

Guidance literature:: Multi-step reaction with 5 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

5.1: 0.566 g / 4-methylmorpholine; HATU / dimethylformamide / 3 h / -10 - 23 °C

With 4-methyl-morpholine; hydrogen; sodium hydride; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; lithium iodide; 10percent Pd/C; In tetrahydrofuran; pyridine; ethanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm010469k

Reference yield:

: (S)-3-((S)-2-Amino-3-hydroxy-propyl)-pyrrolidin-2-one

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

: 422323-15-7
(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

Guidance literature:: With 4-methyl-morpholine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at -10 - 23 ℃; for 3h;
DOI:10.1021/jm010469k

Reference yield:

: 33630-99-8
2-hydroxy-3-aminopyridine

: 422323-15-7
(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

Guidance literature:: Multi-step reaction with 4 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

3.1: LiI / pyridine / 0.5 h / Heating

4.1: 0.566 g / 4-methylmorpholine; HATU / dimethylformamide / 3 h / -10 - 23 °C

With 4-methyl-morpholine; sodium hydride; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; lithium iodide; In tetrahydrofuran; pyridine; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm010469k