56141-72-1

Basic information

• Product Name: (R)-pheniramine
• CAS NO: 56141-72-1
• Molecular Weight: 240.348
• Mol File: 56141-72-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (R)-pheniramine(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-pheniramine(56141-72-1)
• EPA Substance Registry System: (R)-pheniramine(56141-72-1)

Safety Data

• Hazardous Substances Data: 56141-72-1(Hazardous Substances Data)

Upstream product

• 15260-65-8 2-(1-phenylvinyl)pyridine 
• 7541-17-5 tert-butyl N,N-dimethylcarbamate 
• 67-56-1 methanol 
• 50-00-0 formaldehyd 
• 86-21-5 pheniramine 

Relevant articles and documents

Conjugate Addition-Enantioselective Protonation of N-Aryl Glycines to α-Branched 2-Vinylazaarenes via Cooperative Photoredox and Asymmetric Catalysis

An enantioselective protonation strategy has been successfully applied to the synthesis of chiral α-tertiary azaarenes. With a dual catalytic system involving a chiral phosphoric acid and a dicyanopyrazine-derived chromophore (DPZ) photosensitizer that is mediated by visible light, a variety of α-branched 2-vinylpyridines and 2-vinylquinolines with N-aryl glycines underwent a redox-neutral, radical conjugate addition-protonation process and provided valuable chiral 3-(2-pyridine/quinoline)-3-substituted amines in high yields with good to excellent enantioselectivities (up to >99% ee). An application of this methodology to a two-step synthesis of the enantiomerically pure medicinal compound pheniramine (Avil) is also presented.

Visible light asymmetric catalytic synthesis method of chiral 3-(2-pyridine)-3-aryl substituted amine compound

The invention relates to a visible light asymmetric catalytic synthesis method of a chiral 3-(2-pyridine)-3-aryl substituted amine compound. The synthesis route is as shown in the specification, the structures of chiral spiro phosphonic acid and DPZ are as shown in the specification, under argon atmosphere, N-aryl substituted glycine (I) and alpha-aryl-alpha-(2-pyridine) substituted terminal olefin (II) are completely reacted at-35 to-40 DEG C under visible light irradiation in the presence of the DPZ, lithium hexafluorophosphate and the chiral spiro phosphonic acid as catalysts in THF or toluene to obtain a target chiral amine compound (III) through column chromatography separation and purification, wherein in the compounds I, II and III, R1 is CN, H, F, Cl, Br, Ph or Me, R2 is H, Me, Clor Br, and R3 is H, F, Cl, Br, Me or MeO. The compound shown in the formula III is the chiral 3-(2-pyridine)-3-aryl substituted amine compound.

Synthesis of dendrimer-type chiral stationary phases based on the selector of (1S,2R)-(+)-2-amino-1,2-diphenylethanol derivate and their enantioseparation evaluation by HPLC

In our recent work, a series of dendritic chiral stationary phases (CSPs) were synthesized, in which the chiral selector was L-2-(p-toluenesulfonamido)-3- phenylpropionyl chloride (selector I), and the CSP derived from three-generation dendrimer showed the best separation ability. To further investigate the influence of the structures of dendrimer and chiral selector on enantioseparation ability, in this work, another series CSPs (CSPs 1-4) were prepared by immobilizing (1S,2R)-1,2-diphenyl-2-(3-phenylureido)ethyl 4-isocyanatophenylcarbamate (selector II) on one- to four-generation dendrimers that were prepared in previous work. CSPs 1 and 4 demonstrated the equivalent enantioseparation ability. CSPs 2 and 3 showed the best and poorest enantioseparation ability respectively. Basically, these two series of CSPs exhibited the equivalent enantioseparation ability although the chiral selectors were different. Considering the enantioseparation ability of the CSP derived from aminated silica gel and selector II is much better than that of the one derived from aminated silica gel and selector I, it is believed that the dendrimer conformation essentially impacts enantioseparation.