4010-62-2

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
METHYL 3-(BENZYLAMINO)-2-METHYLPROPANOATE serves as a building block in the synthesis of pharmaceuticals and agrochemicals. Its unique chemical structure allows it to be incorporated into the development of new compounds with potential therapeutic and pesticidal properties.
Used in Fragrance Industry:
METHYL 3-(BENZYLAMINO)-2-METHYLPROPANOATE is employed as a fragrance ingredient in the production of perfumes and personal care products. Its pleasant, fruity scent adds depth and complexity to fragrance formulations, enhancing the overall sensory experience for consumers.
Used in Food Industry:
METHYL 3-(BENZYLAMINO)-2-METHYLPROPANOATE is utilized as a flavoring agent in the food industry. Its ability to impart a subtle, fruity flavor to various food products makes it a valuable addition to the flavorist's toolbox, contributing to the creation of innovative and appealing taste profiles.

InChI:InChI=1/C12H17NO2/c1-10(12(14)15-2)8-13-9-11-6-4-3-5-7-11/h3-7,10,13H,8-9H2,1-2H3

Upstream product

• 80-62-6 methacrylic acid methyl ester 
• 100-46-9 benzylamine 

Downstream Products

• 66839-25-6 2-methyl-3-benzylaminopropanoic acid 
• 14678-48-9 β-amino-α-methyl propionic acid methyl ester 
• 40871-16-7 3-[N-[2-(methoxycarbonyl)ethyl]-N-(phenylmethyl)amino]-2-methylpropanoic acid, methyl ester 
• 34317-15-2 1-benzyl-3-methylazetidin-2-one 
• 73638-67-2 1-Benzyl-3-methyl-Δ^9,10-octahydro-4-quinolone 
• 1028560-11-3 C₃₃H₄₁N₃O₅S 
• 203928-17-0 N-benzyl-N-(2-methylbut-3-enyl)amine 
• 1455442-95-1 C₁₅H₂₂N₂O 
• 88612-17-3 1-benzyl-3-hydroxy-4-methyl-1H-pyrrol-2(5H)-one 

Relevant academic research and scientific papers

Method for preparing lactam compound

The invention relates to a preparation method of a lactam compound, and belongs to the field of medicinal chemistry. The preparation method comprises the following steps: carrying out an asymmetric hydrogenation reaction on raw materials under the action of a ruthenium catalyst and a hydrogen donor reagent, and carrying out a post treatment to obtain the target compound. The product obtained by the method is high in ee value, the method is simple and convenient, and the target compound can be easily, conveniently and efficiently obtained.

β2, 2-Amino Acid N-Carboxyanhydrides Relying on Sequential Enantioselective C(4)-Functionalization of Pyrrolidin-2,3-diones and Regioselective Baeyer–Villiger Oxidation

A catalytic enantioselective entry to β2, 2-amino acids enabling their direct coupling with nucleophiles is described. The approach is based upon an effective bifunctional Br?nsted base catalyzed construction of a quaternary carbon stereocenter at C4 position of pyrrolidin-2,3-diones. Subsequent regioselective Baeyer–Villiger oxidation of the resultant adducts gives β2, 2-amino acid N-carboxyanhydrides as the reactive species, which can further react with nucleophiles. Following this strategy both, β2, 2-amino acid derivatives with different functionalities at the newly created stereocenter, and spirocyclic structures can be efficiently prepared.

Stereoselective synthesis of N-benzyl (2S,3S,4S)-3-hydroxy-4-methylproline

The synthesis of (2S,3S,4S)-N-benzyl-3-hydroxy 4-methyl proline and its stereoisomer (2R,3R,4S)-N-benzyl-3-hydroxy 4-methyl proline has been achieved starting with the conjugate addition of methyl methacrolate and benzylamine. The other key reactions performed in our strategy include enzymatic separation of an α-methyl β-amino alcohol, Sharpless asymmetric dihydroxylation of an α,β-unsaturated δ-amino ester, and intramolecular cyclization of a sulfonate to a pyrrolidine ring system. Two stereoisomers were synthesized from the common α,β-unsaturated δ-amino ester intermediate. This protocol is simple, straightforward, efficient, highly stereoselective, and economically viable.

Discovery of Benzotriazolo[4,3-d][1,4]diazepines as Orally Active Inhibitors of BET Bromodomains

Inhibition of the bromodomains of the BET family, of which BRD4 is a member, has been shown to decrease myc and interleukin (IL) 6 in vivo, markers that are of therapeutic relevance to cancer and inflammatory disease, respectively. Herein we report substituted benzo[b]isoxazolo[4,5-d]azepines and benzotriazolo[4,3-d][1,4]diazepines as fragment-derived novel inhibitors of the bromodomain of BRD4. Compounds from these series were potent and selective in cells, and subsequent optimization of microsomal stability yielded representatives that demonstrated dose- and time-dependent reduction of plasma IL-6 in mice.

Thermodynamically controlled chemoselectivity in lipase-catalyzed aza-Michael additions

Chemoselective synthesis of N-protected β-amino esters involving lipase-catalyzed aza-Michael additions and α,β-unsaturated precursors is mainly hampered by the two electrophilic sites present on these compounds. In order to control the chemoselectivity a solvent engineering strategy based on the thermodynamic behaviour of products in media of different polarity was designed. This strategy allowed to obtain aza-Michael adducts from benzylamine and different acrylates with high selectivity. In almost all reactions carried out in n-hexane, a non-polar solvent, aminolysis was avoided while the corresponding Michael adducts were exclusively synthesized in 53-78% yields. On the contrary, in reactions carried out in a polar solvent such as 2-methyl-2-butanol the aminolysis products were favoured. Thermodynamic analyses of these processes using the COSMO-RS method helped to understand some of the key factors affecting chemoselectivity and confirmed that a reliable estimation of the thermodynamic interactions of solutes and solvents allows an adequate selection of a reaction media that may lead to chemoselectivity.

Lipase-catalyzed aza-michael reaction on acrylate derivatives

A methodology has been developed for an efficient and selective lipase-catalyzed aza-Michael reaction of various amines (primary and secondary) with a series of acrylates and alkylacrylates. Reaction parameters were tuned, and under the optimal conditions it was found that Pseudomonas stutzeri lipase and Chromobacterium viscosum lipase showed the highest selectivity for the aza-Michael addition to substituted alkyl acrylates. For the first time also, some CLEAs were examined that showed a comparable or higher selectivity and yield than the free enzymes and other formulations.

Regioselective palladium-catalyzed intramolecular oxidative aminofluorination of unactivated alkenes

A novel Pd-catalyzed regioselective intramolecular aminofluorination of unactivated alkenes has been developed, which is an efficient method for the synthesis of a variety of monofluoromethylated nitrogen-containing heterocycles.

BROMODOMAIN INHIBITORS AND USES THEREOF

The present invention relates to compounds useful as inhibitors of bromodomain-containing proteins. The invention also provides pharmaceutically acceptable compositions comprising compounds of the present invention and methods of using said compositions in the treatment of various disorders.

BICYCLIC ARYL SPHINGOSINE 1-PHOSPHATE ANALOGS

Compounds that have agonist activity at one or more of the SlP receptors are provided. The compounds are sphingosine analogs that, after phosphorylation, can behave as agonists at SlP receptors.

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.