475110-11-3

Basic information

• Product Name: 2,6-Pyridinedicarboxamide, N,N'-bis[(1S)-1-(hydroxymethyl)-2-phenylethyl]-
• CAS NO: 475110-11-3
• Molecular Formula: C25H27N3O4
• Molecular Weight: 433.507
• Mol File: 475110-11-3.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 2,6-Pyridinedicarboxamide, N,N'-bis[(1S)-1-(hydroxymethyl)-2-phenylethyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Pyridinedicarboxamide, N,N'-bis[(1S)-1-(hydroxymethyl)-2-phenylethyl]-(475110-11-3)
• EPA Substance Registry System: 2,6-Pyridinedicarboxamide, N,N'-bis[(1S)-1-(hydroxymethyl)-2-phenylethyl]-(475110-11-3)

Safety Data

• Hazardous Substances Data: 475110-11-3(Hazardous Substances Data)

Upstream product

• 158946-83-9 N,N'-bis[(S)-1-methoxycarbonyl-2-phenylethyl]-2,6-pyridinecarboxamide 
• 3739-94-4 2,6-Pyridinedicarbonyl dichloride 
• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 
• 5453-67-8 2,6-bis(methoxycarbonyl)pyridine 
• 3182-95-4 L-Phenylalaninol 
• 499-83-2 Pyridine-2,6-dicarboxylic acid 

Downstream Products

• 695228-49-0 N²,N⁶-bis[(S)-1-chloro-3-phenylpropan-2-yl]pyridine-2,6-dicarboxamide 
• 151670-69-8 2,6-bis<(S)-4'-benzyloxazolin-2'-yl>pyridine 

Relevant articles and documents

Synthesis and metal(II) ion complexation of pyridine-2, 6-diamides incorporating amino alcohols

Reaction of 2, 6-bis(methoxycarbonyl)pyridine with two equivalents of a-amino alcohol yields pyridine-2, 6-diamides C6H3N(CONH-CR1R2-CHR3-OH)2 [(1) R1 = R2 = R3 = H; (2) R1 = R 2 = H, R3 = CH3; (3) R1 = CH 3, R2 = R3 = H; (4) R1 = C 2H5, R2 = R3 = H; (5) R1 = C6H5CH2, R2 = R3 = H; (6) R1 = O2NC6H4CH(OH), R 2 = R3 = H; (7) R1 = R2 = CH 3, R3=H] incorporating the amino alcohols, several of which are chiral, whereas the free diamide ligands show no capacity toward deprotonation up to >pH 12. In the presence of metal(II) ions they undergo concomitant deprotonation and complexation to form [M(L-2H)] compounds. Formation constants have been determined for Cu(II), Ni(II), and Zn(II) complexes of the suite of ligands. Determined values for the two observed steps of log βML-2H and log βML-3H (where additional alcohol or coordinated water deprotonation occurs) are approximately-10 and-20, respectively. As pKa values of the diamide cannot be determined independently, absolute log KML-2H values for the di-deprotonated complexes cannot be definitively assigned, although estimates are made using predicted pKa values for the diamide. The circular dichroism spectra of optically active complexes were determined and are discussed.

Macrocyclic compound as NMR chiral solvating agent for determination of enantiomeric excess of carboxylic acids

1HNMR studies demonstrated that chiral macrocycle 1 was a good chiral solvating agent, and was effective for the determination of the enantiomeric excess of a wide range of rac-carboxylic acids. Large nonequivalent chemical shifts (up to 0.125 ppm) can be

Synthesis and structures of new chiral diamide-ester macrocycles

A series of new hetero-macrocyclic diamide-ester compounds (4a - 4z, 6a - 6b) were synthesized using 4-(dimethylamino)pyridine as catalyst and characterization by infrared spectra, nuclear magnetic resonance spectra, mass spectra and elemental analyses. The structures of 4e and meso 4b were determined by X-ray crystallography. The association constants of the compounds with various metal ions were determined by UV-visible spectroscopic titration, and showed a selective recognition for certain metal ions.