40871-06-5

Upstream product

• 21249-59-2 methyl 3-bromopropionic acid methyl ester 
• 62-53-3 aniline 
• 105-45-3 acetoacetic acid methyl ester 
• 4916-22-7 methyl (2Z)-3-(phenylamino)but-2-enoate 
• 623-43-8 methyl crotonate 
• 623-43-8 crotonic acid methyl ester 
• 4916-22-7 methyl 3-phenylaminobut-2-enoate 

Downstream Products

• 1059697-56-1 (S)-3-(phenylamino)butan-1-ol 
• 856620-90-1 3-(phenylamino)butanamide 

Relevant academic research and scientific papers

Benefits of a Dual Chemical and Physical Activation: Direct aza-Michael Addition of Anilines Promoted by Solvent Effect under High Pressure

The unique combination of hexafluoroisopropanol (HFIP) employed as solvent and hyperbaric conditions (10-15 kbar) allows unprecedented 1,4-addition of poor nucleophiles, such as aromatic amines, onto sluggish (cumbersome) Michael acceptors without any promoter or workup.

Synthesis of N-phenyl β-amino acids via iridium-catalyzed asymmetric hydrogenation using mixed monodentate ligands

The iridium-catalyzed asymmetric hydrogenation of N-phenyl-β- dehydroamino acid derivatives was examined using monodentate phosphoramidite ligands. The highest yields and enantioselectivities were obtained using a mixed ligand approach with PipPhos L1 and

Hydrogenation of β-N-substituted enaminoesters in the presence of ruthenium catalysts

β-Aminoesters were prepared in two simple steps from β-ketoesters derivatives and primary amines under mild conditions. Their hydrogenation was performed at 50 °C in the presence of several organometallic catalysts under acidic conditions. The new β-N-substituted aminoesters were isolated in moderate to good yields.

Silicon tetrachloride catalyzed aza-michael addition of amines to conjugated alkenes under solvent-free conditions

The efficient and very simple conjugate addition of aromatic and aliphatic amines to α,β-unsaturated carbonyl compounds under solvent-free conditions in the presence of catalytic amount of silicon tetrachloride is reported. The reaction of aryl and alkyl amines with different Michael acceptors gave the corresponding Michael adducts with simple catalyst and good to excellent yields. Georg Thieme Verlag Stuttgart New York.

Hydrogenation of β-N-substituted and β-N,N-disubstituted enamino esters in the presence of iridium(I) catalyst

Several new β-amino esters were prepared in two simple steps from β-keto ester derivatives and primary and secondary amines under mild conditions. The hydrogenation of various enamino esters was performed at 50°C in the presence of iridium catalysts. The new β-N-substituted amino esters were isolated in high yields. Georg Thieme Verlag Stuttgart.

Design, synthesis, and structure-activity relationship of novel orally efficacious pyrazole/sulfonamide based dihydroquinoline γ-secretase inhibitors

In this Letter, we report our strategy to design potent and metabolically stable γ-secretase inhibitors that are efficacious in reducing the cortical Aβx-40 levels in FVB mice via a single PO dose.

Chemoselective reductive amination of aldehydes and ketones by dibutylchlorotin hydride-HMPA complex

Reductive amination of various aldehydes and ketones has been performed effectively by pentacoordinate chloro-substituted tin hydride complex, Bu2SnClH-HMPA. The tin reagent worked particularly well for the case using weakly basic aromatic amines as starting substrates. Stoichiometric amounts of a substrate and a reducing agent were adequate for the reaction. The Sn-Cl bond in the complex plays an important role for both steps of imine formation and subsequent reduction. Highly chemoselective reduction of carbonyls could be achieved regardless of other functionalities such as halogen, carbon- carbon double bond and hydroxyl groups in the starting carbonyls and amines.

Dibutyltin chloride hydride complex as a novel reductant for chemoselective reductive amination

Imine-selective reducing agent Bu2SnClH-HMPA (I) performed effective reductive amination of carbonyl compounds. Various functionalized amines could be prepared in a one-pot procedure. Noteworthy is that highly chemoselective reactions were achieved with the co-existence of other functionalities such as halogen, carbon-carbon double bond and hydroxyl groups.

A simple method for preparation of secondary aromatic amines

A simple and efficient method for the preparation of secondary N-alkylarylamines via reductive amination of ketones with primary aromatic amines using activated zinc/acetic acid is described. It requires only equimolar amounts of the starting compounds and affords good yields of the corresponding amines (50-90%). It is not applicable to aldehydes nor aliphatic amines.