40015-91-6

Usage

Uses

Used in Pharmaceutical Industry:
(2-Methylcyclohexyl)Methanamine is used as an intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the development of new drugs and improve the efficacy of existing ones.
Used in Agrochemical Industry:
In the agrochemical sector, (2-Methylcyclohexyl)Methanamine is utilized as a component in the production of pesticides and other agricultural chemicals, enhancing crop protection and yield.
Used in Polymer Production:
(2-Methylcyclohexyl)Methanamine is employed as an intermediate in the manufacturing of polymers, contributing to the creation of new materials with improved properties for various applications.
Used in Corrosion Inhibition:
As a component in the production of corrosion inhibitors, (2-Methylcyclohexyl)Methanamine helps protect materials from degradation, extending their lifespan and ensuring their durability in various industrial settings.

Upstream product

• 64-17-5 ethanol 
• 90154-71-5 2-methylcyclohexanecarbonitrile 
• 13076-15-8 2-methylcyclohexyl carboxaldehyde 

Relevant academic research and scientific papers

Synthesis of β-Chiral Amines by Dynamic Kinetic Resolution of α-Branched Aldehydes Applying Imine Reductases

Imine reductases (IREDs) allow the one-step preparation of optically active secondary and tertiary amines by reductive amination of ketones. Until now, mainly α-chiral amines have been prepared by this route. In this study, we explored the possibility of synthesizing β-chiral amines, a class of compounds which is also frequently found as structural motif in pharmaceuticals but much more challenging to prepare due to the following reasons: (i) The aldehyde substrate already contains the chiral center and needs to be racemized to enable full conversion. (ii) Because the intermediate imine bears the stereo center two carbon atoms remote to the imine nitrogen, it is more challenging to achieve high enantioselectivity compared to α-chiral amine synthesis. For investigating the proof of concept, we first confirmed that different IREDs are able to convert a variety of α-branched aldehydes when combined with five different amine substrates. The IRED from Streptomyces ipomoeae was a suitable enzyme facilitating the dynamic kinetic resolution of 2-phenylpropanal and a substituted 2-methyl-3-phenylpropanal: the corresponding N-methylated β-chiral amines were obtained with '95 % conversion and 78 and 95 %ee. Other amines were formed with low to moderate enantiomeric excess. This exemplifies the potential of IREDs for the one-step synthesis of secondary β-chiral amines, but also the challenge to identify highly selective enzymes for a desired amine product.