404336-48-7

Usage

Uses

Used in Pharmaceutical Industry:
(R)-1-cyclohexylethan-1-amine hydrochloride is used as a pharmaceutical intermediate for the synthesis of various drugs. Its chiral nature and the presence of the hydrochloride group make it a valuable building block in organic synthesis, contributing to the development of medications for a wide range of conditions.
Used in Organic Synthesis:
(R)-1-cyclohexylethan-1-amine hydrochloride is used as a key component in organic synthesis, where its unique properties and configuration play a significant role in the creation of complex molecular structures. The hydrochloride salt form provides additional stability and ease of handling, making it a preferred option for many chemical processes.

Upstream product

• 5913-13-3 [(1R)-1-cyclohexylethyl]amine 
• 1164111-53-8 C₈H₁₅N*ClH 

Downstream Products

• 933065-34-0 N-((R)-1-(cyclohexyl)ethyl)acetamide 

Relevant academic research and scientific papers

Ruthenium Catalyzed Direct Asymmetric Reductive Amination of Simple Aliphatic Ketones Using Ammonium Iodide and Hydrogen

The direct conversion of ketones into chiral primary amines is a key transformation in chemistry. Here, we present a ruthenium catalyzed asymmetric reductive amination (ARA) of purely aliphatic ketones with good yields and moderate enantioselectivity: up to 99 percent yield and 74 percent ee. The strategy involves [Ru(PPh3)3H(CO)Cl] in combination with the ligand (S,S)-f-binaphane as the catalyst, NH4I as the amine source and H2 as the reductant. This is a straightforward and user-friendly process to access industrially relevant chiral aliphatic primary amines. Although the enantioselectivity with this approach is only moderate, to the extent of our knowledge, the maximum ee of 74 percent achieved with this system is the highest reported till now apart from enzyme catalysis for the direct transformation of ketones into chiral aliphatic primary amines.

Rhodium-catalyzed asymmetric hydrogenation of unprotected NH imines assisted by a thiourea

Asymmetric hydrogenation of unprotected NH imines catalyzed by rhodium/bis(phosphine)-thiourea provided chiral amines with up to 97% yield and 95% ee. 1HNMR studies, coupled with control experiments, implied that catalytic chloride-bound intermediates were involved in the mechanism through a dual hydrogen-bonding interaction. Deuteration experiments proved that the hydrogenation proceeded through a pathway consistent with an imine.

Enantioselective hydrogenation of N-H imines

(Figure Presented) N-H ketoimines 3a-3v are readily prepared in high yield via organometallic addition to nitriles and isolated as corresponding bench-stable hydrochloride salts. Homogeneous asymmetric hydrogenation of unprotected N-H ketoimines 3a-3v usi