764650-90-0

Basic information

• Product Name: (1R,2R)-2-(2,5-DIMETHYL-1H-PYRROL-1-YL)CYCLOHEXANAMINE
• Synonyms: (1R,2R)-2-(2,5-DIMETHYL-1H-PYRROL-1-YL)CYCLOHEXANAMINE
• CAS NO: 764650-90-0
• Molecular Formula: C₁₂H₂₀N₂
• Molecular Weight: 192.3
• Mol File: 764650-90-0.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (1R,2R)-2-(2,5-DIMETHYL-1H-PYRROL-1-YL)CYCLOHEXANAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2R)-2-(2,5-DIMETHYL-1H-PYRROL-1-YL)CYCLOHEXANAMINE(764650-90-0)
• EPA Substance Registry System: (1R,2R)-2-(2,5-DIMETHYL-1H-PYRROL-1-YL)CYCLOHEXANAMINE(764650-90-0)

Safety Data

• Hazardous Substances Data: 764650-90-0(Hazardous Substances Data)

Usage

General Description

The chemical compound "(1R,2R)-2-(2,5-DIMETHYL-1H-PYRROL-1-YL)CYCLOHEXANAMINE" is a derivative of a cyclohexylamine with a pyrrole group attached. Its molecular structure contains a cyclohexane ring with an amine group and a pyrrole ring with two methyl groups attached. (1R,2R)-2-(2,5-DIMETHYL-1H-PYRROL-1-YL)CYCLOHEXANAMINE is a chiral molecule with two stereocenters, denoted by the (1R,2R) designation. It is commonly used in research and pharmaceutical development as a building block for the synthesis of various compounds and drugs, particularly in the field of medicinal chemistry. Its specific properties and potential applications depend on its stereochemistry and functional groups, and further research is needed to fully understand its potential uses and effects.

Upstream product

• 191480-63-4 (1R,2R)-1,2-diaminocyclohexane monohydrochloride 
• 110-13-4 2,5-hexanedione 
• 20439-47-8 (1R,2R)-1,2-diaminocyclohexane 

Downstream Products

• 1195974-31-2 1-(2-((S)-2-(3-((1R,2R)-2-(2,5-dimethyl-1H-pyrrol-1-yl)cyclohexyl)thioureido)-3,3-dimethylbutoxy)-5-(trifluoromethyl)phenyl)-3-ethylurea 
• 1195974-36-7 1-(2-((S)-2-(3-((1R,2R)-2-(2,5-dimethyl-1H-pyrrol-1-yl)cyclohexyl)ureido)-3,3-dimethylbutoxy)-5-(trifluoromethyl)phenyl)-3-ethylurea 
• 1195974-41-4 1-((S)-3,3-dimethyl-1-(4-(trifluoromethyl)phenoxy)butan-2-yl)-3-((1R,2R)-2-(2,5-dimethyl-1Hpyrrol-1-yl)cyclohexyl)thiourea 
• 1252606-17-9 (1R,4R,7R)-7-isopropyl-5-methylbicyclo[2.2.2]octa-2,5-diene-2-carboxylic acid [(1R,2R)-2-(2,5-dimethylpyrrol-1-yl)cyclohexyl]amide 
• 1610943-58-2 C₃₁H₃₅N₂P 

Relevant articles and documents

Harnessing the Power of the Asymmetric Grignard Synthesis of Tertiary Alcohols: Ligand Development and Improved Scope Exemplified by One-Step Gossonorol Synthesis

A series of N-substituted cyclohexyldiaminophenolic ligands for the asymmetric Grignard synthesis of tertiary alcohols is reported. The 2,5-dimethylpyrrole-decorated ligand led to improved enantioselectivities and broadened the scope of the methodology. As an exemplar, we report an unprecedented highly selective one-step synthesis of gossonorol in 93% ee, also constituting the shortest formal syntheses of natural products boivinianin B and yingzhaosu C.

Synthesis and characterization of novel chiral bidentate P,N-containing ligands and ruthenium(II) complex. the application in asymmetric transfer hydrogenation of ketones

Novel chiral bidentate P,N-containing ligands have been easily synthesized by Schiff-base condensation of o-(diphenylphosphino)benzaldehyde and modified chiral diamine, (R,R)-2-(2,5-dimethyl-pyrrol-1-yl)-cyclohexylamine, further reduction with NaBH4. The chiral ruthenium(II) complex could be successfully prepared from the reaction between chiral bidentate aminophosphine ligand and RuCl2(PPh3)3. The chiral bidentate P,N-containing ligands and ruthenium(II) complex were fully characterized by NMR, IR, HRMS and single-crystal X-ray diffraction studies. In the presence of KOH, the asymmetric transfer hydrogenation (ATH) of various ketones catalyzed by the chiral ruthenium(II) complex proceeded smoothly under mild conditions, affording corresponding chiral secondary alcohols with up to 99% conversion and up to 60% ee. Additive such as NH4I was found to be helpful to promoting the enantioselectivity.

Organocatalytic asymmetric transferhydrogenation of β-nitroacrylates: Accessing β2-amino acids

We describe a highly efficient and enantioselective Hantzsch ester mediated conjugate reduction of β-nitroacrylates that is catalyzed by a Jacobsen thiourea catalyst as a key step in a new route to optically active β2-amino acids. Copyright