(R,S)-2-(1-phenylethylcarbamoyl)pyrrolidine-1-carboxylic acid benzyl ester

Base Information

• Chemical Name: (R,S)-2-(1-phenylethylcarbamoyl)pyrrolidine-1-carboxylic acid benzyl ester
• CAS No.: 854139-32-5
• Molecular Formula: C₂₁H₂₄N₂O₃
• Molecular Weight: 352.433

Synonyms:(R,S)-2-(1-phenylethylcarbamoyl)pyrrolidine-1-carboxylic acid benzyl ester

Chemical Property of (R,S)-2-(1-phenylethylcarbamoyl)pyrrolidine-1-carboxylic acid benzyl ester

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Technology Process of (R,S)-2-(1-phenylethylcarbamoyl)pyrrolidine-1-carboxylic acid benzyl ester

There total 2 articles about (R,S)-2-(1-phenylethylcarbamoyl)pyrrolidine-1-carboxylic acid benzyl ester 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: 98.0%

(R)-1-phenyl-ethyl-amine (3886-69-9) + N-Benzyloxycarbonyl-L-proline (1148-11-4) → (R,S)-2-(1-phenylethylcarbamoyl)pyrrolidine-1-carboxylic acid benzyl ester (854139-32-5)

Guidance literature:

With 4-methyl-morpholine; chloroformic acid ethyl ester; In ethyl acetate; at 0 - 20 ℃; for 15h; Inert atmosphere; Schlenk technique;

DOI:10.1055/s-0033-1340215

Reference yield:

rac-methylbenzylamine (618-36-0) + N-Benzyloxycarbonyl-L-proline (1148-11-4) → (R,S)-2-(1-phenylethylcarbamoyl)pyrrolidine-1-carboxylic acid benzyl ester (854139-32-5) + (2S)-2-((1S)-1-phenylethylcarbamoyl)pyrrolidine-1-carboxylic acid benzyl ester (167389-05-1)

Guidance literature:

With dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; Title compound not separated from byproducts;

DOI:10.1016/j.tetasy.2006.07.016

Reference yield: 100.0%

(R,S)-2-(1-phenylethylcarbamoyl)pyrrolidine-1-carboxylic acid benzyl ester (854139-32-5) → (2S)-pyrrolidine-2-carboxylic acid N-((1R)-1-phenyl-ethyl)-amide (149673-13-2,149673-15-4,149673-17-6,149673-19-8)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In methanol; at 20 ℃; for 15h; Inert atmosphere; Schlenk technique;

DOI:10.1055/s-0033-1340215

upstream raw materials:

(R)-1-phenyl-ethyl-amine

N-Benzyloxycarbonyl-L-proline

rac-methylbenzylamine

Downstream raw materials:

(2S)-pyrrolidine-2-carboxylic acid N-((1R)-1-phenyl-ethyl)-amide

(S)-1-Methyl-pyrrolidine-2-carboxylic acid ((R)-1-phenyl-ethyl)-amide

(7aS,7'aS,E)-2,2'-bis[(R)-1-phenylethyl]-1,1',2,2',5,5',6,6',7,7',7a,7'a-dodecahydro-3,3'-bipyrrolo[1,2-c]imidazolylidene

(S)-2-[(R)-1-phenylethyl]tetrahydro-1H-pyrrolo[1,2-c]imidazole-3(2H)-thione

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