(2R,3S,4R,5S)-3-(3-chloro-2-fluorophenyl)-4-(4-chloro-2-fluorophenyl)-4-cyano-5-(2,2-dimethylpropyl)pyrrolidine-2-carboxylic acid [1-(2-hydroxy-2-methylpropyl)-1H-pyrazol-3-yl]amide

Base Information

Chemical Name:(2R,3S,4R,5S)-3-(3-chloro-2-fluorophenyl)-4-(4-chloro-2-fluorophenyl)-4-cyano-5-(2,2-dimethylpropyl)pyrrolidine-2-carboxylic acid [1-(2-hydroxy-2-methylpropyl)-1H-pyrazol-3-yl]amide
CAS No.:1219084-26-0
Molecular Formula:C₃₀H₃₃Cl₂F₂N₅O₂
Molecular Weight:604.527
Hs Code.:

(2R,3S,4R,5S)-3-(3-chloro-2-fluorophenyl)-4-(4-chloro-2-fluorophenyl)-4-cyano-5-(2,2-dimethylpropyl)pyrrolidine-2-carboxylic acid [1-(2-hydroxy-2-methylpropyl)-1H-pyrazol-3-yl]amide

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Chemical Property of (2R,3S,4R,5S)-3-(3-chloro-2-fluorophenyl)-4-(4-chloro-2-fluorophenyl)-4-cyano-5-(2,2-dimethylpropyl)pyrrolidine-2-carboxylic acid [1-(2-hydroxy-2-methylpropyl)-1H-pyrazol-3-yl]amide

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Technology Process of (2R,3S,4R,5S)-3-(3-chloro-2-fluorophenyl)-4-(4-chloro-2-fluorophenyl)-4-cyano-5-(2,2-dimethylpropyl)pyrrolidine-2-carboxylic acid [1-(2-hydroxy-2-methylpropyl)-1H-pyrazol-3-yl]amide

There total 8 articles about (2R,3S,4R,5S)-3-(3-chloro-2-fluorophenyl)-4-(4-chloro-2-fluorophenyl)-4-cyano-5-(2,2-dimethylpropyl)pyrrolidine-2-carboxylic acid [1-(2-hydroxy-2-methylpropyl)-1H-pyrazol-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: 47.0%

: racemic (2R,3S,4R,5S)-3-(3-chloro-2-fluorophenyl)-4-(4-chloro-2-fluorophenyl)-4-cyano-5-(2,2-dimethylpropyl)pyrrolidine-2-carboxylic acid [1-(2-hydroxy-2-methylpropyl)-1H-pyrazol-3-yl]amide

: 1219084-26-0
(2R,3S,4R,5S)-3-(3-chloro-2-fluorophenyl)-4-(4-chloro-2-fluorophenyl)-4-cyano-5-(2,2-dimethylpropyl)pyrrolidine-2-carboxylic acid [1-(2-hydroxy-2-methylpropyl)-1H-pyrazol-3-yl]amide

Guidance literature:: In methanol; water; under 5171.62 Torr;
DOI:10.1021/jm400487c

Reference yield:

: 1219086-34-6
2-[(E)-(3,3-dimethylbutylidene)amino]acetic acid tert-butyl ester

: 1219084-26-0
(2R,3S,4R,5S)-3-(3-chloro-2-fluorophenyl)-4-(4-chloro-2-fluorophenyl)-4-cyano-5-(2,2-dimethylpropyl)pyrrolidine-2-carboxylic acid [1-(2-hydroxy-2-methylpropyl)-1H-pyrazol-3-yl]amide

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine; silver fluoride / dichloromethane / 18 h / 20 °C

2: dichloromethane / 18 h / 20 °C

3: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 18 h / 20 °C

4: methanol; water / 5171.62 Torr

With silver fluoride; triethylamine; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In methanol; dichloromethane; water;
DOI:10.1021/jm400487c

Reference yield:

: 1219086-88-0
racemic (2R,3S,4R,5S)-3-(3-chloro-2-fluorophenyl)-4-( 4-chloro-2-fluorophenyl)-4-cyano-5-(2,2-dimethylpropyl)pyrrolidine-2-carboxylic acid tert-butyl ester

: 1219084-26-0
(2R,3S,4R,5S)-3-(3-chloro-2-fluorophenyl)-4-(4-chloro-2-fluorophenyl)-4-cyano-5-(2,2-dimethylpropyl)pyrrolidine-2-carboxylic acid [1-(2-hydroxy-2-methylpropyl)-1H-pyrazol-3-yl]amide

Guidance literature:: Multi-step reaction with 3 steps

1: dichloromethane / 18 h / 20 °C

2: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 18 h / 20 °C

3: methanol; water / 5171.62 Torr

With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In methanol; dichloromethane; water;
DOI:10.1021/jm400487c