321917-76-4

Basic information

• Product Name: (R)-N-(4-methoxybenzylidene)-1-methylbenzylamine
• Synonyms: (R)-N-(4-methoxybenzylidene)-1-methylbenzylamine
• CAS NO: 321917-76-4
• Molecular Weight: 239.317
• Mol File: 321917-76-4.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: (R)-N-(4-methoxybenzylidene)-1-methylbenzylamine(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-N-(4-methoxybenzylidene)-1-methylbenzylamine(321917-76-4)
• EPA Substance Registry System: (R)-N-(4-methoxybenzylidene)-1-methylbenzylamine(321917-76-4)

Safety Data

• Hazardous Substances Data: 321917-76-4(Hazardous Substances Data)

Upstream product

• 98-84-0 (+)-α-methylbenzylamine 
• 105-13-5 4-Methoxybenzyl alcohol 
• 618-36-0 rac-methylbenzylamine 
• 3886-69-9 (R)-1-phenyl-ethyl-amine 
• 123-11-5 4-methoxy-benzaldehyde 

Downstream Products

• 960160-82-1 (1'R,2R,3R)-1-(1'-phenylethyl)-2-(4-methoxyphenyl)-3-hydroxyazetidine 
• 960160-83-2 (1'R,2S,3S)-1-(1'-phenylethyl)-2-(4-methoxyphenyl)-3-hydroxyazetidine 
• 1422542-35-5 C₁₆H₁₇NO₂ 
• 2912-98-3 (R)-1-Phenylethylhydroxylamine 
• 1380113-87-0 C₂₀H₂₃NO₃ 
• 209164-43-2 C₂₀H₂₃NO₃ 
• 1380113-89-2 C₂₀H₂₃NO₃ 

Relevant articles and documents

Stereochemical analysis of chiral amines, diamines, and amino alcohols: Practical chiroptical sensing based on dynamic covalent chemistry

Practical chiroptical sensing with a small group of commercially available aromatic aldehydes is demonstrated. Schiff base formation between the electron-deficient 2,4-dinitrobenzaldehyde probe and either primary amines, diamines, or amino alcohols proceeds smoothly in chloroform at room temperature and is completed in the presence of molecular sieves within 2.5 hours. The substrate binding coincides with a distinct circular dichroism signal induction at approximately 330 nm, which can be correlated to the absolute configuration and enantiomeric composition of the analyte. The usefulness of this sensing method is highlighted with the successful sensing of 18 aliphatic and aromatic amines and amino alcohols and five examples showing quantitative %ee determination with good accuracy.

Asymmetric induction in the addition of enantiomerically pure H-phosphinate to chiral aldimines: diastereoselective generation of α-amino phosphinates with P,C-stereogenic centers

α-Amino phosphinates with P,C-stereogenic centers were prepared from a P-retained addition of (RP)-(?)-menthyl H-phenylphosphinate to (R)-aldimines with up to 86:14 dr under catalyst and solvent free condition at ambient temperature; the single

Double stereodifferentiation in the catalytic asymmetric aziridination of imines prepared from α-chiral amines

The catalytic asymmetric aziridination of imines and diazo compounds (AZ reaction) mediated by boroxinate catalysts derived from the VANOL and VAPOL ligands was investigated with chiral imines derived from five different chiral, disubstituted, methyl amines. The strongest matched and mismatched reactions with the two enantiomers of the catalyst were noted with disubstituted methyl amines that had one aromatic and one aliphatic substituent. The synthetic scope for the AZ reaction was examined in detail for α-methylbenzyl amine for cis-aziridines from α-diazo esters and for trans-aziridines from α-diazo acetamides. Optically pure aziridines could be routinely obtained in good yields and with high diastereoselectivity and the minor diastereomer (if any) could be easily separated. The matched case for cis-aziridines involved the (R)-amine with the (S)-ligand, but curiously, for trans-aziridines the matched case involved the (R)-amine with the (R)-ligand for imines derived from benzaldehyde and n-butanal, and the (R)-amine with the (S)-ligand for imines derived from the bulkier aliphatic aldehydes pivaldehyde and cyclohexane carboxaldehyde.