(2'R,3'S,4'R,5'S)-6-chloro-4'-(3-chloro-2-fluoro-phenyl)-2'-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidine]-5'-carboxylic acid [4-(2-hydroxy-ethoxy)-2-methoxy-phenyl]amide

Base Information

Chemical Name:(2'R,3'S,4'R,5'S)-6-chloro-4'-(3-chloro-2-fluoro-phenyl)-2'-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidine]-5'-carboxylic acid [4-(2-hydroxy-ethoxy)-2-methoxy-phenyl]amide
CAS No.:1309685-91-3
Molecular Formula:C₃₂H₃₄Cl₂FN₃O₅
Molecular Weight:630.543
Hs Code.:

(2'R,3'S,4'R,5'S)-6-chloro-4'-(3-chloro-2-fluoro-phenyl)-2'-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidine]-5'-carboxylic acid [4-(2-hydroxy-ethoxy)-2-methoxy-phenyl]amide

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Chemical Property of (2'R,3'S,4'R,5'S)-6-chloro-4'-(3-chloro-2-fluoro-phenyl)-2'-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidine]-5'-carboxylic acid [4-(2-hydroxy-ethoxy)-2-methoxy-phenyl]amide

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Technology Process of (2'R,3'S,4'R,5'S)-6-chloro-4'-(3-chloro-2-fluoro-phenyl)-2'-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidine]-5'-carboxylic acid [4-(2-hydroxy-ethoxy)-2-methoxy-phenyl]amide

There total 13 articles about (2'R,3'S,4'R,5'S)-6-chloro-4'-(3-chloro-2-fluoro-phenyl)-2'-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidine]-5'-carboxylic acid [4-(2-hydroxy-ethoxy)-2-methoxy-phenyl]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: 39.0%

: (±)-(2'S,3'R,4'S,5'R)-6-chloro-4'-(3-chloro-2-fluorophenyl)-2'-(2,2-dimethylpropyl)-2-oxo-1,2-dihydrospiro[indole-3,3'-pyrrolidine]-5'-carboxylic acid [4-(2-hydroxyethoxy)-2-methoxyphenyl]amide

: 1309685-91-3
(2'R,3'S,4'R,5'S)-6-chloro-4'-(3-chloro-2-fluoro-phenyl)-2'-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidine]-5'-carboxylic acid [4-(2-hydroxy-ethoxy)-2-methoxy-phenyl]amide

: 1309685-90-2
(2'S,3'R,4'S,5'R)-6-chloro-4'-(3-chloro-2-fluorophenyl)-2'-(2,2-dimethylpropyl)-2-oxo-1,2-dihydrospiro[indole-3,3'-pyrrolidine]-5'-carboxylic acid [4-(2-hydroxyethoxy)-2-methoxyphenyl]amide

Guidance literature:: Purification / work up; Resolution of racemate;

Reference yield:

: 448-19-1
4-fluoro-2-methoxy-1-nitrobenzene

: 1309685-91-3
(2'R,3'S,4'R,5'S)-6-chloro-4'-(3-chloro-2-fluoro-phenyl)-2'-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidine]-5'-carboxylic acid [4-(2-hydroxy-ethoxy)-2-methoxy-phenyl]amide

: 1309685-90-2
(2'S,3'R,4'S,5'R)-6-chloro-4'-(3-chloro-2-fluorophenyl)-2'-(2,2-dimethylpropyl)-2-oxo-1,2-dihydrospiro[indole-3,3'-pyrrolidine]-5'-carboxylic acid [4-(2-hydroxyethoxy)-2-methoxyphenyl]amide

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydroxide; water / dimethyl sulfoxide / 20 h / 80 °C

1.2: 20 °C / pH 5

2.1: potassium carbonate / N,N-dimethyl-formamide / 20 h / 70 °C

3.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 0.5 h / 2585.81 Torr

4.1: N-ethyl-N,N-diisopropylamine; Diphenylphosphinic chloride / dichloromethane / 0.13 h / 20 °C

4.2: 72 h / 20 °C

5.1: hydrogenchloride; water / tetrahydrofuran / 2 h / 20 °C

6.1: Resolution of racemate

With hydrogenchloride; water; hydrogen; potassium carbonate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; Diphenylphosphinic chloride; palladium 10% on activated carbon; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

: 16292-95-8
4-nitro-3-methoxyphenol

: 1309685-91-3
(2'R,3'S,4'R,5'S)-6-chloro-4'-(3-chloro-2-fluoro-phenyl)-2'-(2,2-dimethyl-propyl)-2-oxo-1,2-dihydro-spiro[indole-3,3'-pyrrolidine]-5'-carboxylic acid [4-(2-hydroxy-ethoxy)-2-methoxy-phenyl]amide

: 1309685-90-2
(2'S,3'R,4'S,5'R)-6-chloro-4'-(3-chloro-2-fluorophenyl)-2'-(2,2-dimethylpropyl)-2-oxo-1,2-dihydrospiro[indole-3,3'-pyrrolidine]-5'-carboxylic acid [4-(2-hydroxyethoxy)-2-methoxyphenyl]amide

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 20 h / 70 °C

2.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 0.5 h / 2585.81 Torr

3.1: N-ethyl-N,N-diisopropylamine; Diphenylphosphinic chloride / dichloromethane / 0.13 h / 20 °C

3.2: 72 h / 20 °C

4.1: hydrogenchloride; water / tetrahydrofuran / 2 h / 20 °C

5.1: Resolution of racemate

With hydrogenchloride; water; hydrogen; potassium carbonate; N-ethyl-N,N-diisopropylamine; Diphenylphosphinic chloride; palladium 10% on activated carbon; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;