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

Base Information

Chemical Name:rac-(2S,3R,4S,5R)-N-(4-carbamoyl-2-methoxyphenyl)-4-(3-chloro-2-fluorophenyl)-2-neopentyl-2'-oxo-1',2'-dihydrospiro[pyrrolidine-3,3'-pyrrolo[3,2-c]pyridine]-5-carboxamide
CAS No.:1360821-10-8
Molecular Formula:C₃₀H₃₁ClFN₅O₄
Molecular Weight:580.059
Hs Code.:

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

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

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

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

There total 6 articles about rac-(2S,3R,4S,5R)-N-(4-carbamoyl-2-methoxyphenyl)-4-(3-chloro-2-fluorophenyl)-2-neopentyl-2'-oxo-1',2'-dihydrospiro[pyrrolidine-3,3'-pyrrolo[3,2-c]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: 92.0%

: 1360821-09-5
4-((2S,3R,4S,5R)-4-(3-chloro-2-fluorophenyl)-2-neopentyl-2'-oxo-1',2'-dihydrospiro[pyrrolidine-3,3'-pyrrolo[3,2-c]pyridine]-5-ylcarboxamido)-3-methoxybenzoic acid

: 1360821-10-8
rac-(2S,3R,4S,5R)-N-(4-carbamoyl-2-methoxyphenyl)-4-(3-chloro-2-fluorophenyl)-2-neopentyl-2'-oxo-1',2'-dihydrospiro[pyrrolidine-3,3'-pyrrolo[3,2-c]pyridine]-5-carboxamide

Guidance literature:: 4-((2S,3R,4S,5R)-4-(3-chloro-2-fluorophenyl)-2-neopentyl-2'-oxo-1',2'-dihydrospiro[pyrrolidine-3,3'-pyrrolo[3,2-c]pyridine]-5-ylcarboxamido)-3-methoxybenzoic acid; With 1,1'-carbonyldiimidazole; In tetrahydrofuran; at 20 ℃; for 17h;

With ammonium hydroxide; In tetrahydrofuran; for 0.333333h;

Reference yield:

: 134682-54-5
5-azaindolin-2-one

: 1360821-10-8
rac-(2S,3R,4S,5R)-N-(4-carbamoyl-2-methoxyphenyl)-4-(3-chloro-2-fluorophenyl)-2-neopentyl-2'-oxo-1',2'-dihydrospiro[pyrrolidine-3,3'-pyrrolo[3,2-c]pyridine]-5-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: piperidine / methanol / 50 °C

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

2.2: 23 h / 40 °C

3.1: Waters/Thar Multi-Gram II, Kromasil 5-CelluCoat OD 3*25 cm / methanol; carbon dioxide / 35 °C / 75007.5 Torr / Resolution of racemate

4.1: lithium hydroxide monohydrate; water / tetrahydrofuran / 20 °C

5.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 17 h / 20 °C

5.2: 0.33 h

With piperidine; lithium hydroxide monohydrate; water; 1,1'-carbonyldiimidazole; lithium hydroxide; In tetrahydrofuran; methanol; carbon dioxide;

Reference yield:

: 1360821-07-3
methyl 4-((2S,3R,4S,5R)-4-(3-chloro-2-fluorophenyl)-2-neopentyl-2'-oxo-1',2'-dihydrospiro[pyrrolidine-3,3'-pyrrolo[3,2-c]pyridine]-5-ylcarboxamido)-3-methoxybenzoate

: 1360821-10-8
rac-(2S,3R,4S,5R)-N-(4-carbamoyl-2-methoxyphenyl)-4-(3-chloro-2-fluorophenyl)-2-neopentyl-2'-oxo-1',2'-dihydrospiro[pyrrolidine-3,3'-pyrrolo[3,2-c]pyridine]-5-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium hydroxide monohydrate; water / tetrahydrofuran / 20 °C

2.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 17 h / 20 °C

2.2: 0.33 h

With lithium hydroxide monohydrate; water; 1,1'-carbonyldiimidazole; In tetrahydrofuran;