218290-24-5

Basic information

• Product Name: (-)-N,N'-(1R,2R)-1,2-DIAMINOCYCLOHEXANEDIYLBIS(2-PYRIDINECARBOXAMIDE)
• Synonyms: (-)-N,N'-(1R,2R)-1,2-DIAMINOCYCLOHEXANEDIYLBIS(2-PYRIDINECARBOXAMIDE);Diaminocyclohexanediylbispyridinecarboxamide;(1R,2R)-1,2-Bis(2-pyridinecarboxamido)cyclohexane;(-)-N,N'-(1R,2R)-1,2-Diaminocyclohexanediylbis(2-pyridinecarboxamide),min.98%;(-)-N,N''-(1R,2R)-1,2-DIAMINOCYCLOHEXANEDIYLBIS(2-PYRIDINECARBOXAMIDE), MIN. 98%;(R,R)-DACH-pyridyl Trost ligand;1R,2R- N,N’-1,2-Diaminocyclohexanediylbis (2-pyridinecarboxamide);2,6-Bis[(4R)-benzyl-2-oxazolin-2-yl]-pyridine
• CAS NO: 218290-24-5
• Molecular Formula: C18H20N4O2
• Molecular Weight: 324.38
• Product Categories: DACH&Trost Series;Chiral Nitrogen
• Mol File: 218290-24-5.mol
• Article Data: 8

Chemical Properties

• Melting Point: 170°C
• Boiling Point: 663.4±50.0 °C(Predicted)
• Appearance: off-white/Powder
• Density: 1.25±0.1 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 12.51±0.40(Predicted)
• CAS DataBase Reference: (-)-N,N'-(1R,2R)-1,2-DIAMINOCYCLOHEXANEDIYLBIS(2-PYRIDINECARBOXAMIDE)(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-N,N'-(1R,2R)-1,2-DIAMINOCYCLOHEXANEDIYLBIS(2-PYRIDINECARBOXAMIDE)(218290-24-5)
• EPA Substance Registry System: (-)-N,N'-(1R,2R)-1,2-DIAMINOCYCLOHEXANEDIYLBIS(2-PYRIDINECARBOXAMIDE)(218290-24-5)

Safety Data

• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39-36/37
• WGK Germany: 3
• Hazardous Substances Data: 218290-24-5(Hazardous Substances Data)

Usage

Reaction

Ligands for Mo catalyzed asymmetric allylic substitutions. Especially useful for the synthesis of tertiary and quaternary stereocenters. Exclusive license for this technology acquired by ChiroTech and is protected by pending Stanford University patents. Dynamic kinetic asymmetric formation of tertiary and quaternary stereogenic centers.

Upstream product

• 98-98-6 2-Picolinic acid 
• 21436-03-3 (S,S)-1,2-diaminocyclohexane 
• 65-85-0 benzoic acid 
• 201230-82-2 carbon monoxide 
• 57785-86-1 pyridin-2-yl tosylate 
• 2524-52-9 ethyl-2-picolinate 
• 20439-47-8 (1R,2R)-1,2-diaminocyclohexane 
• 29745-44-6 pyridine-2-carbonyl chloride 

Relevant articles and documents

Lanthanum(III) triflate catalyzed direct amidation of esters

Lanthanum trifluoromethanesulfonate is an effective single-component catalyst for synthesizing a variety of amides directly from esters and amines under mild conditions. Highly selective amidation of esters and amines, as well as catalyst-controlled amidation of esters, demonstrated the effectiveness of the catalyst system.

Chiral bis-pyridinium salts as novel stereoselective catalysts for the metal-free diels-alder cycloaddition of α,β-unsaturated aldehydes

The synthesis of enantiomerically pure C2-symmetric bis-pyridinium salts was realized through a simple condensation of 2-pyridyl-carboxyaldehydes with a chiral diamine. The catalytic properties of such novel compounds were preliminarily studied

New chiral diamide ligands: synthesis and application in allylic alkylation

A new family of chiral diamide ligands has been designed and synthesised. These ligands have been successfully applied to an asymmetric allylic substitution reaction. A palladium complex of one of the diamide ligands achieved enantioselectivities of up to 93% in the allylic alkylation of 1,3-diphenyl-3-acetoxyprop-1-ene.