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Usage

Uses

Used in Pharmaceutical Industry:
(R)-METHYL 1-(4-METHOXYPHENYL)AZIRIDINE-2-CARBOXYLATE is used as a chiral building block for the synthesis of various pharmaceuticals and biologically active molecules. Its unique chemical structure allows for the creation of complex and diverse compounds with potential applications in the treatment of various medical conditions.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, (R)-METHYL 1-(4-METHOXYPHENYL)AZIRIDINE-2-CARBOXYLATE serves as a valuable intermediate for the development of new drugs. Its versatility in organic synthesis reactions enables researchers to explore a wide range of chemical modifications, leading to the discovery of novel therapeutic agents.
Used in Drug Discovery:
(R)-METHYL 1-(4-METHOXYPHENYL)AZIRIDINE-2-CARBOXYLATE is also utilized in drug discovery processes, where its unique properties can be harnessed to identify and optimize potential drug candidates. Its role as a chiral building block is particularly important in the development of enantiomerically pure compounds, which are often crucial for the desired biological activity and safety profile of a drug.
Overall, (R)-METHYL 1-(4-METHOXYPHENYL)AZIRIDINE-2-CARBOXYLATE is a versatile and valuable compound in the fields of pharmaceuticals, medicinal chemistry, and drug discovery, with a wide range of applications due to its unique chemical structure and properties.

Upstream product

• 4916-15-8 methyl N-(p-methoxyphenyl)aziridine-2-carboxylate 
• 2101-87-3 p-methoxy-phenylazide 
• 292638-85-8 acrylic acid methyl ester 
• 186581-53-3 diazomethane 
• 79421-34-4 (+/-)-1-(4-methoxyphenyl)aziridine-2-carbonitrile 
• 32752-37-7 1,3,5-tris(4-methoxyphenyl)-1,3,5-triazinane 
• 6832-16-2 methyl diazoacetate 
• 104-94-9 4-methoxy-aniline 
• 126901-26-6 N-(4-Methoxyphenyl)pivalohydroxamsaeure 

Downstream Products

• 4916-15-8 methyl N-(p-methoxyphenyl)aziridine-2-carboxylate 

Relevant academic research and scientific papers

Bacterial preparation of enantiopure unactivated aziridine-2-carboxamides and their transformation into enantiopure nonnatural amino acids and vic-diamines

Enantiopure (1R,2S)-1-benzyl- and 1-arylaziridine-2-carboxamides were obtained by kinetic resolution of their racemates by Rhodococcus rhodochrous IFO 15564 catalyzed hydrolysis. Several regio- and enantioselective nucleophilic ring openings of (1R,2S)-1-benzylaziridine-2-carboxamide or its LAH-reduced product led to a series of enantiopure products, such as O-methyl-L-serine and some vicinal diamines.

Nitrile biotransformations for the efficient synthesis of highly enantiopure 1-arylaziridine-2-carboxylic acid derivatives and their stereoselective ring-opening reactions

Catalyzed by the Rhodococcus erythropolis AJ270 whole cell catalyst under very mild conditions, biotransformations of racemic 1-arylaziridine-2- carbonitriles proceeded efficiently and enantioselectively to produce highly enantiopure S-1-arylaziridine-2-c

Enzymatic resolution of N-arylaziridine carboxylates

N-Arylaziridine-2-carboxylates have been enzymatically resolved using the lipase from Candida rugosa to afford optically active aziridine carboxylates in moderate to high enantiomeric purity. The absolute configuration of the unknown aziridine carboxylates was assigned as S by chemical correlation.

N-Hydroxy-N-pivaloylanilines: a New Aziridinating Agent

An efficient synthesis of 2-functionalised N-arylaziridines from hydroxamic acids and electron deficient olefins is described.

Intermolecular and Intramolecular Azomethine Ylide Dipolar Cycloadditions for the Synthesis of Highly Functionalized Pyrroles and Pyrrolidines

N-Alkyl- and N-arylaziridines carrying a single carboxy ester function undergo thermally induced electrocyclic ring opening to produce azomethine ylides which subsequently react with acetylenes or olefins to yield substituted pyrroles or pyrrolidines, respectively.The dipolar cycloaddition reaction can be performed in either an intermolecular or intramolecular mode and displays high regioselectivity and stereoselectivity with a variety of dipolarophiles.The yield of cycloadducts depends upon the electronic characteristics and the substitution pattern of the dipolarophile and upon the mode of cycloaddition employed.In the intermolecular reaction, the yield of adducts is poor unless the dipolarophile is activated.Intramolecular cycloadditions with monosubstituted olefins or acetylenes give adducts in yields of 45-70percent.Although the yields of adducts in these instances are moderate, the starting materials are readily prepared and the method is an effective means for the assembly of a structurally complex heterocyclic system with high regiochemical and stereochemical control of peripheral substituents.In those instances in which the dipolarophilic component is disubstituted, the cycloaddition gives synthetically useful yields when the dipolarophile carries an electron-withdrawing functionality.