4-{[(2'R,3'S,4'R,5'S)-6-chloro-4'-(3-chloro-2-fluorophenyl)-2'-(2,2-dimethylpropyl)-2-oxo-1,2-dihydrospiro[indole-3,3'-pyrrolidine]-5'-carbonyl]amino}-2-methoxybenzoic acid

Base Information

Chemical Name:4-{[(2'R,3'S,4'R,5'S)-6-chloro-4'-(3-chloro-2-fluorophenyl)-2'-(2,2-dimethylpropyl)-2-oxo-1,2-dihydrospiro[indole-3,3'-pyrrolidine]-5'-carbonyl]amino}-2-methoxybenzoic acid
CAS No.:1309684-44-3
Molecular Formula:C₃₁H₃₀Cl₂FN₃O₅
Molecular Weight:614.501
Hs Code.:

4-{[(2'R,3'S,4'R,5'S)-6-chloro-4'-(3-chloro-2-fluorophenyl)-2'-(2,2-dimethylpropyl)-2-oxo-1,2-dihydrospiro[indole-3,3'-pyrrolidine]-5'-carbonyl]amino}-2-methoxybenzoic acid

Synonyms:4-{[(2'R,3'S,4'R,5'S)-6-chloro-4'-(3-chloro-2-fluorophenyl)-2'-(2,2-dimethylpropyl)-2-oxo-1,2-dihydrospiro[indole-3,3'-pyrrolidine]-5'-carbonyl]amino}-2-methoxybenzoic acid

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Chemical Property of 4-{[(2'R,3'S,4'R,5'S)-6-chloro-4'-(3-chloro-2-fluorophenyl)-2'-(2,2-dimethylpropyl)-2-oxo-1,2-dihydrospiro[indole-3,3'-pyrrolidine]-5'-carbonyl]amino}-2-methoxybenzoic acid

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Technology Process of 4-{[(2'R,3'S,4'R,5'S)-6-chloro-4'-(3-chloro-2-fluorophenyl)-2'-(2,2-dimethylpropyl)-2-oxo-1,2-dihydrospiro[indole-3,3'-pyrrolidine]-5'-carbonyl]amino}-2-methoxybenzoic acid

There total 11 articles about 4-{[(2'R,3'S,4'R,5'S)-6-chloro-4'-(3-chloro-2-fluorophenyl)-2'-(2,2-dimethylpropyl)-2-oxo-1,2-dihydrospiro[indole-3,3'-pyrrolidine]-5'-carbonyl]amino}-2-methoxybenzoic acid 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: 36.0%

: (±)-4-{[(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'-carbonyl]amino}-2-methoxybenzoic acid

: 1309684-44-3
4-{[(2'R,3'S,4'R,5'S)-6-chloro-4'-(3-chloro-2-fluorophenyl)-2'-(2,2-dimethylpropyl)-2-oxo-1,2-dihydrospiro[indole-3,3'-pyrrolidine]-5'-carbonyl]amino}-2-methoxybenzoic acid

: 1309684-43-2
4-{[(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'-carbonyl]amino}-2-methoxybenzoic acid

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

: 1309684-44-3
4-{[(2'R,3'S,4'R,5'S)-6-chloro-4'-(3-chloro-2-fluorophenyl)-2'-(2,2-dimethylpropyl)-2-oxo-1,2-dihydrospiro[indole-3,3'-pyrrolidine]-5'-carbonyl]amino}-2-methoxybenzoic acid

: 1309684-43-2
4-{[(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'-carbonyl]amino}-2-methoxybenzoic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: dichloromethane / 18 h / 20 °C

2.1: N-ethyl-N,N-diisopropylamine; Diphenylphosphinic chloride / dichloromethane / 0.5 h / 20 °C

2.2: 20 h / 20 °C

3.1: sodium hydroxide / methanol; tetrahydrofuran; water / 1 h / 80 °C

3.2: 20 °C / pH 5 - 6

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

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

Reference yield:

: C₂₇H₃₁Cl₂FN₂O₃

: 1309684-44-3
4-{[(2'R,3'S,4'R,5'S)-6-chloro-4'-(3-chloro-2-fluorophenyl)-2'-(2,2-dimethylpropyl)-2-oxo-1,2-dihydrospiro[indole-3,3'-pyrrolidine]-5'-carbonyl]amino}-2-methoxybenzoic acid

: 1309684-43-2
4-{[(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'-carbonyl]amino}-2-methoxybenzoic acid

Guidance literature:: Multi-step reaction with 5 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 / 0.5 h / 20 °C

3.2: 20 h / 20 °C

4.1: sodium hydroxide / methanol; tetrahydrofuran; water / 1 h / 80 °C

4.2: 20 °C / pH 5 - 6

5.1: 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; sodium hydroxide; Diphenylphosphinic chloride; In tetrahydrofuran; methanol; dichloromethane; water; tert-butyl alcohol;
DOI:10.1016/j.bmc.2014.05.072