74002-22-5

Usage

Uses

Used in Pharmaceutical Industry:
Cyclopentanimine is used as a synthetic intermediate for the development of peptidase IV inhibitors, which are crucial in the treatment of type 2 diabetes. Its role in the synthesis of these inhibitors is significant, as it contributes to the modulation of glucose levels in the body, thus managing and controlling diabetes.
Used in Chemical Synthesis:
In the chemical industry, Cyclopentanimine is utilized as a building block for the synthesis of a wide range of simple and complex organic compounds. Its unique reactivity and structure make it a valuable component in the creation of various chemical products, contributing to the diversity and innovation within the industry.

Upstream product

• 7664-41-7 ammonia 
• 120-92-3 cyclopentanone 
• 6407-38-1 butyl-cyclopentyliden-amine 
• 49830-37-7 1-amino-1-cyanocyclopentane 
• 55611-39-7 n-allylcyclopentylamine 
• 132407-55-7 N-chloro-1-amino-1-cyclopentanecarboxylic acid 
• 1192-28-5 Cyclopentanone oxime 

Downstream Products

• 111968-95-7 N-<1-(phenylthio)cyclopentyl>acetamide 
• 1003-03-8 Cyclopentamine 

Relevant academic research and scientific papers

Modulating: Trans -imination and hydrogenation towards the highly selective production of primary diamines from dialdehydes

Bio-based primary diamines are important building blocks for sustainable bio-polymers, but their synthesis remains challenging due to the high susceptibility to polymerization. Herein, we have developed a new strategy to suppress the polymerization by employing a more nucleophilic alkylamine to scavenge the dialdehyde and a Co/ZrO2 catalyst to regulate the trans-imination and hydrogenation activity. With this strategy, 2,5-bis(aminomethyl)furan (BAMF), a promising monomer for the production of new polyamides and polyureas, is successfully synthesized via the reductive amination of biomass-derived 2,5-diformylfuran (DFF) under a H2 and NH3 atmosphere with an unprecedentedly high selectivity up to 95%. This strategy is applicable to the reductive amination of other biomass-derived dialdehydes, thus paving a new way to bio-based diamine monomers. This journal is

Synthesis of: N -unsubstituted cycloalkylimines containing a 4 to 8-membered ring

Primary cycloalkylimines with a 4 to 8-membered ring were synthesized by dehydrocyanation of the corresponding α-aminonitriles on solid potassium hydroxide via a vacuum gas-solid reaction. Imine-enamine tautomerism has been demonstrated at room temperature for the most kinetically stable derivatives.

Kinetics and mechanism of decomposition of N-chloroamino acids. II: Conformationally restricted models

The kinetics of decomposition of the following conformationally restricted N-chloro-α-amino acids were studied: 1-amino-1-cyclopentanecarboxylic acid (2), 1-amino-1-cyclohexanecarboxylic acid (4), 2-amino-2-norbornanecarboxylic acid (6), and 2-amino-2-benzonorbornanecarboxylic acid (8). The first-order rate constants obtained were 0.520, 5.197, 0.198, and 0.078, respectively, which correlated with the ring strain in the structurally related cyclic ketones cyclopentanone, cyclohexanone, norborane-2-one, and benzonorbornane-2-one. The data are supportive of a concerted mechanism for the decomposition reaction involving an imine-like transition state.

Reduction of Oximes and Aliphatic Nitro Compounds to Imines for Further in situ Reactions: A Novel Synthesis of Pyrroles and Pyrrolin-2-ones

Tributhylphosphine-diphenyl disulphide is a self-drying reagent capable of reducing ketoximes and secondary aliphatic nitro compounds to the corresponding imines under strictly anhydrous conditions at room temperature.The imine may be hydrolysed to a ketone, acetylated to give an enamide, reduced to an amine , or captured by hydrogen cyanide to produce an α-amino nitrile.In the case of 1,4-nitro ketones or esters, intramolecular cyclisation leads to pyrroles or pyrrolin-2-ones.Aldoximes and primary nitro compounds are converted into nitriles by the reagent.Hydroxamic acids are reduced to the corresponding amides.