chiral(2R,3R,4R,5S)-6'-chloro-4-(3-chloro-2-fluorophenyl)-N-(4-(2-hydroxyethoxy)-2-methoxyphenyl)-2-neopentyl-2'-oxo-1',2'-dihydrospiro[pyrrolidine-3,3'-pyrrolo[3,2-b]pyridine]-5-carboxamide

Base Information

Chemical Name:chiral(2R,3R,4R,5S)-6'-chloro-4-(3-chloro-2-fluorophenyl)-N-(4-(2-hydroxyethoxy)-2-methoxyphenyl)-2-neopentyl-2'-oxo-1',2'-dihydrospiro[pyrrolidine-3,3'-pyrrolo[3,2-b]pyridine]-5-carboxamide
CAS No.:1360822-13-4
Molecular Formula:C₃₁H₃₃Cl₂FN₄O₅
Molecular Weight:631.531
Hs Code.:

chiral(2R,3R,4R,5S)-6'-chloro-4-(3-chloro-2-fluorophenyl)-N-(4-(2-hydroxyethoxy)-2-methoxyphenyl)-2-neopentyl-2'-oxo-1',2'-dihydrospiro[pyrrolidine-3,3'-pyrrolo[3,2-b]pyridine]-5-carboxamide

Synonyms:chiral(2R,3R,4R,5S)-6'-chloro-4-(3-chloro-2-fluorophenyl)-N-(4-(2-hydroxyethoxy)-2-methoxyphenyl)-2-neopentyl-2'-oxo-1',2'-dihydrospiro[pyrrolidine-3,3'-pyrrolo[3,2-b]pyridine]-5-carboxamide

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Chemical Property of chiral(2R,3R,4R,5S)-6'-chloro-4-(3-chloro-2-fluorophenyl)-N-(4-(2-hydroxyethoxy)-2-methoxyphenyl)-2-neopentyl-2'-oxo-1',2'-dihydrospiro[pyrrolidine-3,3'-pyrrolo[3,2-b]pyridine]-5-carboxamide

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Technology Process of chiral(2R,3R,4R,5S)-6'-chloro-4-(3-chloro-2-fluorophenyl)-N-(4-(2-hydroxyethoxy)-2-methoxyphenyl)-2-neopentyl-2'-oxo-1',2'-dihydrospiro[pyrrolidine-3,3'-pyrrolo[3,2-b]pyridine]-5-carboxamide

There total 8 articles about chiral(2R,3R,4R,5S)-6'-chloro-4-(3-chloro-2-fluorophenyl)-N-(4-(2-hydroxyethoxy)-2-methoxyphenyl)-2-neopentyl-2'-oxo-1',2'-dihydrospiro[pyrrolidine-3,3'-pyrrolo[3,2-b]pyridine]-5-carboxamide 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: 9.0%

: rac-(2S,3S,4S,5R)-6'-chloro-4-(3-chloro-2-fluorophenyl)-N-(4-(2-hydroxyethoxy)-2-methoxyphenyl)-2-neopentyl-2'-oxo-1',2'-dihydrospiro[pyrrolidine-3,3'-pyrrolo[3,2-b]pyridine]-5-carboxamide

: 1360821-40-4
chiral(2S,3S,4S,5R)-6'-chloro-4-(3-chloro-2-fluorophenyl)-N-(4-(2-hydroxyethoxy)-2-methoxyphenyl)-2-neopentyl-2'-oxo-1',2'-dihydrospiro[pyrrolidine-3,3'-pyrrolo[3,2-b]pyridine]-5-carboxamide

: 1360822-13-4
chiral(2R,3R,4R,5S)-6'-chloro-4-(3-chloro-2-fluorophenyl)-N-(4-(2-hydroxyethoxy)-2-methoxyphenyl)-2-neopentyl-2'-oxo-1',2'-dihydrospiro[pyrrolidine-3,3'-pyrrolo[3,2-b]pyridine]-5-carboxamide

Guidance literature:: With chiral SFC chromatograpic column; Resolution of racemate;

Reference yield:

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

: 1360821-40-4
chiral(2S,3S,4S,5R)-6'-chloro-4-(3-chloro-2-fluorophenyl)-N-(4-(2-hydroxyethoxy)-2-methoxyphenyl)-2-neopentyl-2'-oxo-1',2'-dihydrospiro[pyrrolidine-3,3'-pyrrolo[3,2-b]pyridine]-5-carboxamide

: 1360822-13-4
chiral(2R,3R,4R,5S)-6'-chloro-4-(3-chloro-2-fluorophenyl)-N-(4-(2-hydroxyethoxy)-2-methoxyphenyl)-2-neopentyl-2'-oxo-1',2'-dihydrospiro[pyrrolidine-3,3'-pyrrolo[3,2-b]pyridine]-5-carboxamide

Guidance literature:: Multi-step reaction with 10 steps

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

1.2: pH 5

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

3.1: hydrogenchloride / tetrahydrofuran; water / 1 h / 20 °C

4.1: pyridine / tetrahydrofuran / 0 - 20 °C

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

6.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 h / 20 °C

7.1: dichloromethane / 1 h / 20 °C

8.1: triethylamine / tert-butyl methyl ether / 0.5 h / 20 °C

8.2: 20 h / 20 °C

9.1: lithium hydroxide / tetrahydrofuran / 0.17 h / 40 °C

9.2: 2 h / 40 °C

9.3: 1 h / 40 °C

10.1: chiral SFC chromatograpic column / Resolution of racemate

With pyridine; hydrogenchloride; hydrogen; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; lithium hydroxide; palladium 10% on activated carbon; In tetrahydrofuran; dichloromethane; tert-butyl methyl ether; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

: 136888-12-5
6-chloro-1,3-dihydro-2H-pyrrolo[3,2-b]pyridin-2-one

: 1360821-40-4
chiral(2S,3S,4S,5R)-6'-chloro-4-(3-chloro-2-fluorophenyl)-N-(4-(2-hydroxyethoxy)-2-methoxyphenyl)-2-neopentyl-2'-oxo-1',2'-dihydrospiro[pyrrolidine-3,3'-pyrrolo[3,2-b]pyridine]-5-carboxamide

: 1360822-13-4
chiral(2R,3R,4R,5S)-6'-chloro-4-(3-chloro-2-fluorophenyl)-N-(4-(2-hydroxyethoxy)-2-methoxyphenyl)-2-neopentyl-2'-oxo-1',2'-dihydrospiro[pyrrolidine-3,3'-pyrrolo[3,2-b]pyridine]-5-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: piperidine / methanol / 50 °C

2.1: lithium hydroxide / tetrahydrofuran / 0.17 h / 40 °C

2.2: 2 h / 40 °C

2.3: 1 h / 40 °C

3.1: chiral SFC chromatograpic column / Resolution of racemate

With piperidine; lithium hydroxide; In tetrahydrofuran; methanol;