123054-12-6

Basic information

• Product Name: N,N-dibenzyl-(R)-2-amino-3-phenylpropanal
• Synonyms: N,N-dibenzyl-(R)-2-amino-3-phenylpropanal
• CAS NO: 123054-12-6
• Molecular Weight: 329.442
• Mol File: 123054-12-6.mol
• Article Data: 56

Chemical Properties

• Boiling Point: 446.0±45.0 °C(Predicted)
• Density: 1.105±0.06 g/cm3(Predicted)
• CAS DataBase Reference: N,N-dibenzyl-(R)-2-amino-3-phenylpropanal(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-dibenzyl-(R)-2-amino-3-phenylpropanal(123054-12-6)
• EPA Substance Registry System: N,N-dibenzyl-(R)-2-amino-3-phenylpropanal(123054-12-6)

Safety Data

• Hazardous Substances Data: 123054-12-6(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 673-06-3 D-(R)-phenylalanine 
• 307532-06-5 (R)-2-(dibenzylamino)-3-phenylpropan-1-ol 
• 2577-90-4 methyl (2S)-2-amino-3-phenylpropanoate 
• 95437-43-7 (S)-2-(N,N-dibenzylamino)-3-phenylpropanoic acid 
• 121-44-8 triethylamine 
• 111060-52-7 (S)-2-(dibenzylamino)-3-phenylpropan-1-ol 
• 191228-86-1 2S-[bis(phenylmethyl)amino]-1-hydroxy-3-phenylpropylsulfonic acid, sodium salt 
• 79-37-8 oxalyl dichloride 
• 63-91-2 L-phenylalanine 
• 3182-95-4 L-Phenylalaninol 
• 111138-83-1 N,N-dibenzyl-L-phenylalanine benzyl ester 
• 5267-64-1 (R)-2-amino-3-phenylpropanol 

Downstream Products

• 111060-88-9 (2S,3R)-2-Dibenzylamino-1-phenyl-hex-5-en-3-ol 
• 111060-87-8 (2S,3S)-2-Dibenzylamino-1-phenyl-hex-5-en-3-ol 
• 118970-37-9 (2S,3S)-3-(dibenzylamino)-2-hydroxy-4-phenylbutanenitrile 
• 118970-36-8 (2R,3S)-3-(dibenzylamino)-2-hydroxy-4-phenylbutanenitrile 
• 176381-66-1 methyl (5R,6S)-(+)-6-(dibenzylamino)-5-hydroxy-3-oxo-7-phenylheptanoate 
• 127943-39-9 (1R)-[1'(S)-(dibenzylamino)-2'-phenylethyl]oxirane 
• 127927-43-9 N,N-dibenzyl-3(S)-amino-1,2(S)-epoxy-4-phenylbutane 
• 111060-84-5 (3R,4S)-4-Dibenzylamino-1,5-diphenyl-pent-1-yn-3-ol 
• 111060-83-4 (3S,4S)-4-Dibenzylamino-1,5-diphenyl-pent-1-yn-3-ol 
• 136964-98-2 (E)-(S)-5-Dibenzylamino-6-phenyl-hex-3-en-2-one 
• 130984-40-6 Dibenzyl-{(S)-1-[(E)-benzylimino-methyl]-2-phenyl-ethyl}-amine 
• 130984-56-4 C₃₀H₃₀N₂O₂S 
• 138944-03-3 methyl (3R,4S)-4-dibenzylamino-3-hydroxy-2-methylene-5-phenylpentanoate 
• 138944-04-4 (3S,4S)-4-Dibenzylamino-3-hydroxy-2-methylene-5-phenyl-pentanoic acid methyl ester 

Relevant articles and documents

Design, synthesis and evaluation of the antibacterial activity of new Linezolid dipeptide-type analogues

Worldwide studies towards development of new drugs with a lower rate in emergence of bacterial resistance have been conducted. The molecular docking analysis gives a possibility to predict the activity of new compounds before to perform their synthesis. In this work, the molecular docking analysis of 64 Linezolid dipeptide-type analogues was performed to predict their activity. The most negative scores correspond to six Fmoc-protected analogues (9as, 9bs, 9bu, 10as, 10ax and 10ay) where Fmoc group interacts in PTC for Linezolid. Twenty-six different Fmoc-protected Linezolid dipeptide-type analogues 9(as-bz) and 10(as-bz) were synthesized and tested in antimicrobial experiments. Compounds 9as, 9ay, 9ax, 10as, 10ay and 9bu show significant activity against group A Streptococcus clinical isolated. Analogue 10ay also display high activity against ATCC 25923 Staphylococcus aureus strain and MRSA-3, MRSA-4 and MRSA-5 clinical isolates, with MIC values lower than Linezolid. The highest activity against multidrug-resistant clinical isolates of Mycobacterium tuberculosis was exhibited by 9bu. Finally, a cytotoxicity assay with ARPE-19 human cells revealed a non-cytotoxic effect of 9bu and 10ay at 50 and 25 μM, respectively.

Synthesis of Optically Active α-Trifluoromethylamines by Rearrangement of β-Amino-α-trifluoromethyl Alcohols

The synthesis of various optically active α-trifluoromethylamines has been realized from β-amino-α-trifluoromethyl alcohols via an aziridinium ion intermediate under kinetic conditions.

An asymmetric pericyclic cascade approach to 3-alkyl-3-aryloxindoles: Generality, applications and mechanistic investigations

The reaction of L-serine derived N-arylnitrones with alkylarylketenes generates asymmetric 3-alkyl-3-aryloxindoles in good to excellent yields (up to 93%) and excellent enantioselectivity (up to 98% ee) via a pericyclic cascade process. The optimization, scope and applications of this transformation are reported, alongside further synthetic and computational investigations. The preparation of the enantiomer of a Roche anti-cancer agent (RO4999200) 1 (96% ee) in three steps demonstrates the potential utility of this methodology.