(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)phenyl]amide

Base Information

Chemical Name:(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)phenyl]amide
CAS No.:1309684-46-5
Molecular Formula:C₃₁H₃₂Cl₂FN₃O₄
Molecular Weight:600.517
Hs Code.:

(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)phenyl]amide

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Chemical Property of (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)phenyl]amide

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Technology Process of (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)phenyl]amide

There total 9 articles about (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)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: 41.0%

: (±)-(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)phenyl]amide

: 1309684-46-5
(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)phenyl]amide

: 1309684-47-6
(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)phenyl]amide

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

Reference yield:

: (±)-(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 tert-butyl ester

: 1309684-46-5
(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)phenyl]amide

Guidance literature:: Multi-step reaction with 3 steps

1.1: dichloromethane / 18 h / 20 °C

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

2.2: 72 h / 20 °C

3.1: carbon dioxide / methanol / 35 °C / 75007.5 Torr / Resolution of racemate

With carbon dioxide; N-ethyl-N,N-diisopropylamine; Diphenylphosphinic chloride; In methanol; dichloromethane;
DOI:10.1016/j.bmc.2014.05.072

Reference yield:

: C₂₇H₃₁Cl₂FN₂O₃

: 1309684-46-5
(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)phenyl]amide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tert-butyl alcohol / 2 h / 120 °C

2.1: dichloromethane / 18 h / 20 °C

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

3.2: 72 h / 20 °C

4.1: carbon dioxide / methanol / 35 °C / 75007.5 Torr / Resolution of racemate

With carbon dioxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; Diphenylphosphinic chloride; In methanol; dichloromethane; tert-butyl alcohol;
DOI:10.1016/j.bmc.2014.05.072