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Methyl N-(p-methoxyphenyl)aziridine-2-carboxylate is a chemical compound with the molecular formula C11H12NO3. It is a derivative of aziridines, which are three-membered heterocyclic compounds containing one nitrogen atom. This specific compound features a methyl group attached to the nitrogen atom, a p-methoxyphenyl group (a phenyl ring with a methoxy group at the para position), and a carboxylate group at the 2-position of the aziridine ring. It is an important intermediate in the synthesis of various pharmaceuticals and agrochemicals due to its unique structure and reactivity. The compound is typically synthesized through the reaction of p-methoxyphenylglycine with ethyl chloroformate and sodium hydride, followed by methylation with methyl iodide. Its applications include the preparation of chiral amines, which are crucial building blocks in the synthesis of biologically active compounds.

4916-15-8

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4916-15-8 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 4916-15-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,9,1 and 6 respectively; the second part has 2 digits, 1 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 4916-15:
(6*4)+(5*9)+(4*1)+(3*6)+(2*1)+(1*5)=98
98 % 10 = 8
So 4916-15-8 is a valid CAS Registry Number.

4916-15-8Relevant academic research and scientific papers

Enzymatic resolution of N-arylaziridine carboxylates

Kumar, H. M. Sampath,Rao, M. Shesha,Chakravarthy, P. Pawan,Yadav

, p. 127 - 130 (2007/10/03)

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

Pereira, M. Manuela,Santos, Pedro P. O.,Reis, Lucinda V.,Lobo, Ana M.,Prabhakar, Sundaresan

, p. 38 - 40 (2007/10/02)

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

DeShong, Philip,Kell, David A.,Sidler, Daniel R.

, p. 2309 - 2315 (2007/10/02)

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.

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