86766-70-3

Upstream product

• 86766-60-1 Methyl N-(1-phenylprop-2-enyl)carbamate 
• 69562-10-3 1-phenyl-3-phenylseleno-1-propene 
• 593-51-1 methylamine hydrochloride 
• 300-57-2 allylbenzene 
• 70032-14-3 3-phenyl-3-bromo-1-propene 
• 74-89-5 methylamine 
• 768-03-6 Phenyl vinyl ketone 
• 4393-06-0 1-Phenyl-2-propen-1-ol 
• 3376-23-6 N-methyl-α-phenylnitrone 
• 1826-67-1 vinyl magnesium bromide 
• 100-52-7 benzaldehyde 
• 29086-12-2 (Z)-N-methyl-1-phenylmethanimine 
• 3376-23-6 C-phenyl-N-methylnitrone 
• 622-29-7 N-Benzylidenemethylamine 

Downstream Products

• 762289-15-6 tert-butyl (3S,7R,Z)-1-methyl-2-oxo-7-phenyl-2,3,4,7-tetrahydro-1H-azepin-3-ylcarbamate 
• 762289-17-8 (3S,7R,Z)-3-amino-1-methyl-7-phenyl-3,4-dihydro-1H-azepin-2(7H)-one 
• 762289-27-0 benzyl((1R)-1-{[methyl(1-phenylprop-2-en-1-yl)amino]carbonyl}but-3-en-1-yl)carbamate 
• 762289-20-3 benzyl((1S)-1-{[methyl(1-phenylprop-2-en-1-yl)amino]carbonyl}but-3-en-1-yl)carbamate 
• 762289-11-2 tert-butyl (2S)-1-(methyl(1-phenylallyl)amino)-1-oxopent-4-en-2-ylcarbamate 

Relevant academic research and scientific papers

On the Virtue of Indium in Reduction Reactions. A Comparison of Reductions Mediated by Indium and Zinc: Is Indium Metal an Effective Catalyst for Zinc Induced Reductions?

Indium(0)-mediated reductions have been reported for the transformation of several functional groups (imines, oximes, nitro groups, isoxazolidines, and conjugated alkenes, among others), prompted by the opportunity of performing the reactions in aqueous media and green conditions. We describe here the comparison of several reactions using indium or the less expensive zinc, carried out in order to evaluate the effective advantages brought about indium metal. We found some reactions for which use of In is mandatory and others where Zn worked equally well or even better. The reduction of hydroxylamines to the corresponding amines was the only reduction for which use of In provided much better results than Zn and was also possible to apply an efficient catalytic version with use of 2–5 mol-% In in the presence of stoichiometric Zn. Applicability of this catalytic reduction to “one-pot” model processes is also demonstrated.

Access to functionalized imidazolidin-2-one derivatives by Iron-catalyzed oxyamination of alkenes

Functionalized imidazolidin-2-one were prepared by using an iron-catalyzed alkene oxyamination reaction. Hy-droxylamine derivatives were used in this atom-economical process, and the addition of an external oxidant was not required. The conditions developed were shown to be efficient for mono-, di-, and trisubstituted double bonds, and a large scope of diamino alcohol precursors were delivered in good yields with good diastereoselectivities. The mechanistic pathway was studied and appears to involve both a fused aziridine and a carbocationic species.

Formaldehyde as Tethering Organocatalyst: Highly Diastereoselective Hydroaminations of Allylic Amines

Catalysts possessing sufficient activity to achieve intermolecular alkene hydroaminations under mild conditions are rare, and this likely accounts for the scarcity of asymmetric variants of this reaction. Herein, highly diastereoselective hydroaminations

Novel broad-spectrum inhibitors of bacterial methionine aminopeptidase

With increasing emergence of multi-drug resistant infections, there is a dire need for new classes of compounds that act through unique mechanisms. In this work, we describe the discovery and optimization of a novel series of inhibitors of bacterial methionine aminopeptidase (MAP). Through a high-throughput screening campaign, one azepinone amide hit was found that resembled the native peptide substrate and possessed moderate biochemical potency against three bacterial isozymes. X-ray crystallography was used in combination with substrate-based design to direct the rational optimization of analogs with sub-micromolar potency. The novel compounds presented here represent potent broad-spectrum biochemical inhibitors of bacterial MAP and have the potential to lead to the development of new medicines to combat serious multi-drug resistant infections.

NOVEL LACTAMS AND USES THEREOF

This invention relates to novel compounds having formula (I) to their pharmaceutical compositions and to their methods of use. These novel compounds inhibit secretase and thereby inhibit the production of amyloid ? protein, thereby acting to prevent the formation of neurological deposits of amyloid protein. The present invention relates to the treatment of neurological disorders related to amyloid ? - protein production such as Alzheimer's disease.

Indium-mediated reduction of hydroxylamines to amines

(Matrix presented) A novel and simple procedure for reduction of hydroxylamines to the corresponding amines by means of indium powder in aqueous media is reported. Applicability to one-pot reactions and isoxazolidine N-O bond reduction is also demonstrated. A catalytic version of the process using 2-5% In in the presence of other metals (Zn, Al) has been successfully developed.

Thermal and acid-catalysed sigmatropic rearrangements of allylamino-methoxy-1,2-benzoquinones

Thermal and acid-catalysed sigmatropic rearrangements of 4-(N-methyl-N-allylamino)-5-methoxy-1,2-benzoquinones 3 and of 4-(2-vinyl-aziridino or azetidino)-5-methoxy-1,2-benzoquinones 7 were studied and compared. The mechanisms of these reactions are discussed.

Synthesis of 5-alkoxy-4-alkylamino-1,2-benzoquinones

A simple and efficient method is described for a general synthesis of 4-dialkylamino-5-methoxy-1,2-benzoquinones 3 which involves, in polar solvents, a regioselective (>95%) nucleophilic monosubstitution by a wide range of secondary aliphatic amines on an easily prepared 1,2-quinone 1. Regioselectivity is not observed in the reaction of primary amines with 1, but a further reaction with an alcohol in basic medium allows valorization of the undesirable product.

A NEW SYNTHESIS OF SECONDARY ALLYLIC ALIPHATIC AND AROMATIC AMINES.

Treatment of a variety of aliphatic or aromatic primary amines with an N-chlorosuccinimide-activated allylic selenide affords in modest to good yield the corresponding allylically rearranged secondary amines.Examples are reported which define the scope an

Allylic Selenides in Organic Synthesis: New Methods for the Synthesis of Allylic Amines

Oxidative rearrangement of allylic selenides in the presence of various amine nucleophiles provides synthetic access to a variety of allylic amine derivatives.The stereochemical outcome of these reactions has been investigated, and is consistent with a -sigmatropic rearrangement mechanism.Several D-α-amino acids and racemic β,γ-unsaturated α-amino acids were prepared in this manner.A variant of this process employing an achiral allylic selenide and chiral amide afforded protected allylic amines in low diastereoisomeric excess.