77519-55-2

Usage

Uses

Used in Pharmaceutical Research and Development:
2-OXO-4-PHENYL-PYRROLIDINE-3-CARBOXYLIC ACID is used as a building block for the synthesis of pharmaceutical drugs. Its unique molecular structure allows it to be incorporated into various drug molecules, potentially enhancing their therapeutic properties and effectiveness.
Used in Organic Synthesis:
2-OXO-4-PHENYL-PYRROLIDINE-3-CARBOXYLIC ACID is used as a reagent in chemical reactions, facilitating the synthesis of complex organic compounds. Its versatility in reactions makes it a valuable tool for chemists in the development of new organic compounds with potential applications in various industries.
Used in Biological Activity and Therapeutic Property Studies:
2-OXO-4-PHENYL-PYRROLIDINE-3-CARBOXYLIC ACID has been studied for its potential biological activities and therapeutic properties. Its unique structure may contribute to its ability to interact with biological targets, making it a promising candidate for further research and development in the field of medicine.

InChI:InChI=1/C11H11NO3/c13-10-9(11(14)15)8(6-12-10)7-4-2-1-3-5-7/h1-5,8-9H,6H2,(H,12,13)(H,14,15)

Upstream product

• 52450-32-5 2-oxo-4-phenyl-3-ethoxycarbonylpyrrolidine 
• 5292-53-5 diethyl benzalmalonate 
• 185067-05-4 ethyl 2-carbethoxy-3-cyano-3-phenylpropionate 
• 52450-32-5 Ethyl (E)-2-oxo-4-phenylpyrrolidine-3-carboxylate 
• 100-52-7 benzaldehyde 
• 6626-84-2 dimethyl 2-benzylidenepropanedioate 
• 55790-16-4 (2-nitro-1-phenyl-ethyl)-malonic acid dimethyl ester 
• 55790-17-5 3-methoxycarbonyl-4-phenyl-2-pyrrolidone 

Downstream Products

• 1198-97-6 4-phenylpyrrolidin-2-one 
• 67118-34-7 2-(2-oxo-4-phenylpyrrolidin-1-yl)acetic acid 
• 77472-70-9 (RS)-2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide 
• 70291-40-6 2-oxo-4-phenyl-1-pyrrolidineacetic acid, ethyl ester 
• 77472-71-0 2-Oxo-4-phenylpyrrolidine-1-acetic acid hydrazide 
• 77472-72-1 N-Cyclohexyl-2-oxo-4-phenylpyrrolidine-1-acetamide 
• 77472-74-3 N-(2-Adamantyl)2-oxo-4-phenylpyrrolidine-1-acetamide 
• 77472-73-2 N-(1-Adamantyl)-2-oxo-4-phenylpyrrolidine-1-acetamide 
• 52450-32-5 2-oxo-4-phenyl-3-ethoxycarbonylpyrrolidine 
• 71657-88-0 (4R)-4-phenyl-2-pyrrolidone 
• 62624-45-7 (S)-4-phenyl-1-tosylpyrrolidin-2-one 
• 138812-85-8 (3S,4S)-N-<(1R)-2-Hydroxy-1-phenylethyl>-2-oxo-4-phenylpyrrolidine-3-carboxamide 
• 138782-42-0 (3R,4R)-N-<(1R)-2-Hydroxy-1-phenylethyl>-2-oxo-4-phenylpyrrolidine-3-carboxamide 
• 61586-46-7 (-)-(R)-3-Phenylpyrrolidine 

Relevant academic research and scientific papers

Efficient synthesis of β-aryl-γ-lactams and their resolution with (S)-Naproxen: Preparation of (R)- and (S)-Baclofen

An efficient synthesis of enantiomerically-pure β-aryl-γ-lactams is described. The principal feature of this synthesis is the practical resolution of β-aryl-γ-lactams with (S)-Naproxen. The procedure is based on the Michael addition of nitromethane to benzylidenemalonates, which was easily obtained, followed by the reduction of the γ-nitroester in the presence of Raney nickel and the subsequent saponification/decarboxylation reaction. The utility of this methodology was highlighted by the preparation of enantiomerically-pure (R)- and (S)-Baclofen hydrochloride.

Investigation of asymmetric michael addition of meldrum acid to conjugated nitroalkenes carried out in the presence of chiral amines

Nitroalkenes reacted with Meldrum acid in the presence of chiral amines to give the adducts in high yields and limited enantiomeric excesses. The highest enantioselectivity was reached at 20°C in the presence of cinchona alkaloids (ee = 20-25%). Unexpectedly, ee of the product was decreased by temperature lowering.

PYRROLIDINE DERIVATIVE OR SALT THEREOF

[PROBLEMS] To provide a compound which can be used for the treatment of a disease associated with a calcium-sensing receptor (CaSR), particularly hyperparathyroidism. [MEANS FOR SOLVING PROBLEMS] It is found that a novel pyrrolidine derivative having an aminomethyl group substituted by an arylaklyl group or the like or a salt thereof has an excellent CaSR agonistic modulation effect and also has an excellent selectivity in the inhibition of CYP2D6 which may cause a drug-drug interaction. Thus, the novel pyrrolidine derivative is useful as a therapeutic agent for a disease associated with CaSR (e.g., hyperparathyroidism, renal osteodystrophy and hypercalcemia).

Resolution of 4-phenyl-2-pyrrolidinone: A versatile synthetic intermediate

A resolution of 4-phenyl-2-pyrrolidinone is described. The resulting enantiomerically pure pyrrolidinones are exploited as precursor to 3-phenylpyrrolidines and 3-phenyl-γ-amino acids (4-amino-3-phenylbutanoic acid derivatives).