2799-86-2

Usage

Uses

Used in Pharmaceutical Research:
2-Oxo-cyclopentanecarboxylic acid benzylamide is utilized as a key component in the development of new pharmaceuticals due to its potential to contribute to the synthesis of biologically active molecules. Its ability to form hydrogen bonds makes it a promising candidate for drug design, where it can enhance the binding affinity and selectivity of drug molecules to their targets.
Used in Organic Synthesis:
In the field of organic synthesis, 2-Oxo-cyclopentanecarboxylic acid benzylamide serves as a versatile reagent and starting material for the synthesis of a variety of organic compounds. Its structural features allow for the creation of diverse chemical entities, which can be further modified to achieve desired properties and functionalities.
Used in Drug Design and Development:
2-Oxo-cyclopentanecarboxylic acid benzylamide is employed as a building block in drug design and development, where its hydrogen bonding capability can be leveraged to improve the pharmacokinetic and pharmacodynamic profiles of drug candidates. This can lead to the creation of more effective and safer medications.
Used in Chemical Reactions:
As a reagent in chemical reactions, 2-Oxo-cyclopentanecarboxylic acid benzylamide facilitates various synthetic transformations, contributing to the advancement of chemical methodologies and the production of novel compounds with potential applications in different industries.

InChI:InChI=1/C13H15NO2/c15-12-8-4-7-11(12)13(16)14-9-10-5-2-1-3-6-10/h1-3,5-6,11H,4,7-9H2,(H,14,16)

Upstream product

• 611-10-9 2-ethoxycarbonyl-1-cyclopentanone 
• 100-46-9 benzylamine 
• 10472-24-9 methyl 2-oxocyclopentane-1-carboxylate 
• 2799-85-1 2-phenyl-6,7-dihydro-5H-cyclopenta[e][1,3]oxazin-4-one 
• 1460-08-8 2-diazocyclohexane-1,3-dione 
• 100-47-0 benzonitrile 

Downstream Products

• 225791-07-1 (1R,2S)-cis-N-benzyl-2-hydroxycyclopentanecarboxamide 
• 260402-90-2 N-benzyl-2-oxo-1-(3-oxopropyl)cyclopentanecarboxamide 
• 1560-11-8 cyclopent-1-enecarboxylic acid 
• 165337-20-2 N-benzyl-2-(benzylamino)cyclopent-1-ene-1-carboxamide 

Relevant academic research and scientific papers

Chemoenzymatic aminolysis and ammonolysis of β-ketoesters

Candida antarctica lipase efficiently catalyses the preparation of β-ketoamides from β-ketoesters with primary aliphatic amines and ammonia.

Efficient synthesis of α-alkyl-β-amino amides by transaminase-mediated dynamic kinetic resolutions

The biocatalytic stereocontrolled synthesis of various acyclic anti- or syn-α-alkyl-β-amino amides through a dynamic kinetic resolution strategy is demonstrated. A series of commercially available and in-house transaminases (TAs) were employed to perform the transamination of a series of chemically synthesized racemic α-alkyl-β-keto amides. Among them, commercial (R)-selective TAs showed the best activities and selectivities, giving access preferentially to the anti-diastereoisomers with low to high diastereomeric ratios (up to 96%) and excellent enantiomeric excess (>99%). The stereoselective biotransamination experiments were successfully demonstrated at a semi-preparative scale (25 mM, 100 mg substrate), leading to the corresponding optically active α-alkyl-β-amino amides in 45-90% isolated yields after a simple liquid-liquid extraction protocol.

Highly Diastereo- and Enantioselective Synthesis of α-Spiro-δ-lactams by an Organocascade Reaction

An asymmetric synthesis of α-spiro-δ-lactams by an organocascade reaction of easily accessible starting materials has been accomplished. The catalytic sequence begins with enantioselective Michael addition of a β-ketoamide to an α,β-unsaturated aldehyde,

GABA-analogous spirocyclic amino acid esters, 5. n-benzyl-7-azaspiro[4.5]decane-l-carboxylates

N-Benzyl-7-azaspiro[4.5]decane-1-carboxylates (4a and 4b) were prepared in a seven step synthesis starting from ethyl cyclopentanonecarboxylate (5). Aminolysis of the β-keto ester (5) with benzylamine led to the β-keto amide (9) which gave the a-substitut

Lipase-catalyzed aminolysis and ammonolysis of β-ketoesters. Synthesis of optically active β-ketoamides.

Aminolysis and ammonolysis reactions of β-ketoesters catalyzed by Candida antarctica lipase are very efficient methods for the preparation of β- ketoamides. When racemic amines are used in these processes, the corresponding optically active β-ketoamides are obtained with moderate-high enantiomeric excesses.

Dehydrogenations with lead tetraacetate. Ketone to enone transformations in the 2-(aminocarbonyl)- and 2-(carbalkoxy)cycloalkanone series

Cyclic β-ketoesters and β-ketoamides are converted to 2-(carbalkoxy)- and 2-(aminocarbonyl)-2-cycloalken-1-ones by treatment with Pb(OAc)4 and Cu(OAc)2 in benzene.