(S)-1-benzyl-N-[4-chloro-2-(2-chlorobenzoyl)phenyl]pyrrolidine-2-carboxamide

Base Information

• Chemical Name: (S)-1-benzyl-N-[4-chloro-2-(2-chlorobenzoyl)phenyl]pyrrolidine-2-carboxamide
• CAS No.: 1616841-99-6
• Molecular Formula: C₂₅H₂₂Cl₂N₂O₂
• Molecular Weight: 453.368
• Mol file: 1616841-99-6.mol

Synonyms:(S)-1-benzyl-N-[4-chloro-2-(2-chlorobenzoyl)phenyl]pyrrolidine-2-carboxamide

Chemical Property of (S)-1-benzyl-N-[4-chloro-2-(2-chlorobenzoyl)phenyl]pyrrolidine-2-carboxamide

Chemical Property:

Purity/Quality:

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Technology Process of (S)-1-benzyl-N-[4-chloro-2-(2-chlorobenzoyl)phenyl]pyrrolidine-2-carboxamide

There total 2 articles about (S)-1-benzyl-N-[4-chloro-2-(2-chlorobenzoyl)phenyl]pyrrolidine-2-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: 88.0%

N-benzyl-L-proline (31795-93-4) + (2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone (2958-36-3,53960-29-5) → (S)-1-benzyl-N-[4-chloro-2-(2-chlorobenzoyl)phenyl]pyrrolidine-2-carboxamide (1616841-99-6)

Guidance literature:

N-benzyl-L-proline; With thionyl chloride; In dichloromethane; for 0.166667h; Inert atmosphere; Cooling with ice;

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone; In dichloromethane; at 45 ℃; for 15h; Inert atmosphere; Cooling with ice;

DOI:10.1002/adsc.201400405

Reference yield: 72.0%

C34H29Cl2N3NiO3 → L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) + (S)-1-benzyl-N-[4-chloro-2-(2-chlorobenzoyl)phenyl]pyrrolidine-2-carboxamide (1616841-99-6)

Guidance literature:

C₃₄H₂₉Cl₂N₃NiO₃; With hydrogenchloride; In 1,4-dioxane; methanol; water; at 60 ℃;

In 1,4-dioxane; methanol; water; enantioselective reaction;

DOI:10.1002/adsc.201400405

Reference yield: 45.0%

nickel(II) nitrate hexahydrate + (S)-1-benzyl-N-[4-chloro-2-(2-chlorobenzoyl)phenyl]pyrrolidine-2-carboxamide (1616841-99-6) → C27H23Cl2N3NiO3 + C27H23Cl2N3NiO3

Guidance literature:

nickel(II) nitrate hexahydrate; (S)-1-benzyl-N-[4-chloro-2-(2-chlorobenzoyl)phenyl]pyrrolidine-2-carboxamide; With glycine; In methanol; at 50 ℃; Schlenk technique; Inert atmosphere;

With potassium carbonate; In methanol; at 60 ℃; for 1h; diastereoselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1002/adsc.201400405

upstream raw materials:

N-benzyl-L-proline

(2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone