53933-45-2

Upstream product

• 73995-67-2 (S)-2-[3-(4-Methoxy-phenyl)-oxaziridin-2-yl]-3-phenyl-propionic acid methyl ester 
• 622-33-3 N-benzyloxyamine 
• 93473-36-0 (S)-2-{[1-(4-Methoxy-phenyl)-meth-(Z)-ylidene]-amino}-3-phenyl-propionic acid methyl ester 
• 660838-99-3 methyl (E,S)-2-(4-methoxybenzylideneamino)-3-phenylpropionate 
• 300843-69-0 methyl (2S)-2-[(cyanomethyl)amino]-3-phenylpropanoate 
• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 
• 2577-90-4 methyl (2S)-2-amino-3-phenylpropanoate 

Downstream Products

• 104739-66-4 N-(2-Boc-amino-3-phenylpropyliden)-L-phenylalanin-N-oxid-methylester 
• 104739-62-0 N-(2-Boc-amino-3-methylbutyliden)-L-phenylalanin-N-oxid-methylester 
• 104739-58-4 N-(2-Boc-aminopropyliden)-L-phenylalanin-N-oxid-methylester 

Relevant academic research and scientific papers

Ultrasonic promoted synthesis of Ag nanoparticle decorated thiourea-functionalized magnetic hydroxyapatite: A robust inorganic-organic hybrid nanocatalyst for oxidation and reduction reactions

In this research, ultrasonic synthesis is applied for the fabrication of a novel catalyst, based on immobilization of silver nanoparticles (AgNPs) on thiourea functionalized magnetic hydroxyapatite. A recoverable Ag nano-catalyst is constructed by decoration of AgNPs on the surface of thiourea modified magnetic hydroxyapatite. Magnetic hydroxyapatite is used as an organic-inorganic hybrid support for the catalyst. The organic-inorganic hybrid support is prepared by co-precipitation, followed by its surface modification through covalent functionalization of 1-(3,5-bis(trifluoromethyl)phenyl)-3-propyl)thiourea. The fabricated catalyst has been characterized by transmission electron microscopy (TEM), scanning electron microscopy (SEM), powder X-ray diffraction (XRD), nuclear magnetic resonance (NMR), Fourier-transform infrared spectroscopy (FTIR), thermogravimetric analysis (TGA) and Brunauer-Emmett-Teller (BET) analysis. The nanoparticles are mostly tubular in shape and their particle sizes are smaller than 100 nm. This nanocatalyst shows efficient and robust catalytic activity in different reactions, including selective reduction of 4-nitrophenol (4NP) and oxidation of primary amines by applying NaBH4and urea hydrogen peroxide (UHP) as reagents, respectively. The catalyst shows good reusability in 10 sequential reaction runs.

Chiral N-hydroxybenzamides as potential catalysts for aerobic asymmetric oxidations

Chiral N-hydroxybenzamides (1H-3H) have been synthesized as precursors of chiral short-lived N-oxyl radicals 1?-3?. The latter species have been generated by oxidation of 1H-3H with Pb(OAc)4 or hydrogen abstraction from 1H-3H by the tert-butoxyl radical and characterized by UV-vis spectrophotometry and EPR spectroscopy. Through a kinetic study of the hydrogen atom transfer processes promoted by 1?-3? from three chiral benzylic substrates (1-phenylethylamine, 1-phenylethanol, and α-vinylbenzyl alcohol), a moderate chiral discrimination has been found, with selectivity factors 0.5 ≥ kH(S)/kH(R) ≥ 2.

Minimisation of E-Factor in the synthesis of N-hydroxylamines: The role of silver(i)-based coordination polymers

Among four different 2-D polymeric silver(i)-bpfb assemblies synthesized, [Ag(μ-bpfb)(N3)]n (4c) having an azide anion was shown to be the best catalyst for the partial oxidation of primary amines to N-monoalkylhydroxylamines with ur

Optically pure N-hydroxy-O-triisopropylsilyl-α-L-amino acid methyl esters from AlCl3-assisted ring opening of chiral oxaziridines by nitrogen containing nucleophiles

This article reports a straightforward and unprecedented process of AlCl3-assisted oxaziridine ring opening by nitrogen containing nucleophiles, in a totally anhydrous milieu. Under these conditions, nucleophiles exclusively attack the carbon atom of the three-membered heterocycles, obtained from methyl esters of natural α-amino acids, generating N-hydroxy-α-L-amino acid methyl esters. No nitrones, amides, or other side products, either from unwanted rearrangements or due to the attack of the nucleophile on the N atom of the oxaziridine systems, are formed. The hydroxylamine compounds are recovered in excellent yields, after their site-specific conversion into the corresponding O-triisopropylsilyl derivatives, by exposure to triisopropylsilyl triflate in the presence of 1H-imidazole. Derivatization, performed immediately after the recovery of the N-hydroxylated precursors, allows the chiral integrity of the asymmetric α-carbon atoms in the amino acid methyl esters to be retained. It also protects the obtained compounds from frame degradation by disproportionation. N-Hydroxy-O- triisopropylsilyl-α-L-amino acid methyl esters are important intermediates in the study of natural α-L-amino acid metabolic pathways and are ideal candidates as starting materials in the synthesis of biologically, pharmacologically, and nutritionally important N-hydroxy peptides.

Oxidation of primary amines to N-monoalkylhydroxylamines using sodium tungstate and hydrogen peroxide-urea complex

The sodium tungstate-catalyzed (10 mol %) oxidation of primary amines with a urea-hydrogen peroxide complex (UHP) gives the corresponding N-monoalkylhydroxylamines, which are important biologically active compounds, in good to excellent yields. The method is applicable for a wide range of primary amines, including chiral benzylic amines, α-1,2-hydroxylamine and α-amino esters.

A novel transformation of primary amines to N-monoalkylhydroxylamines

A novel transformation of primary amines to the corresponding N-monoalkylhydroxylamines is described. The three-step protocol involves selective mono-cyanomethylation of primary amines, regioselective formation of nitrones by m-CPBA oxidation, and hydroxylaminolysis of the nitrones with hydroxylamine hydrochloride. The method is applicable for a wide range of primary amines, including alkyl, benzyl, and chiral.

On the Conversion of Biologically Interesting Amines to Hydroxylamines

Oxidation of amines to hydroxylamines with 2,2-dimethyldioxiranes is described.This new method is utilized to prepare disaccharide hydroxylamine 13.

"Nitrono" Peptides, I. - An Isomeric and Isoelectronic Equivalent of the Peptide Bond

Optically active Boc-α-L-amino aldehydes 1 are converted with N-hydroxy-α-L-amino acid methyl esters 2 into the N-blocked "nitrono" dipeptide esters 3a-l.