875153-34-7

Basic information

• Product Name: 2H-Azirine-2-acetic acid, 2-methyl-3-(methylphenylamino)-, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester
• CAS NO: 875153-34-7
• Molecular Formula: C22H32N2O2
• Molecular Weight: 356.508
• Mol File: 875153-34-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2H-Azirine-2-acetic acid, 2-methyl-3-(methylphenylamino)-, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-Azirine-2-acetic acid, 2-methyl-3-(methylphenylamino)-, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester(875153-34-7)
• EPA Substance Registry System: 2H-Azirine-2-acetic acid, 2-methyl-3-(methylphenylamino)-, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester(875153-34-7)

Safety Data

• Hazardous Substances Data: 875153-34-7(Hazardous Substances Data)

Upstream product

• 875153-33-6 5-methyl-2-(1-methylethyl)-cyclohexyl 3-methyl-4-[methyl(phenyl)amino]-4-thioxobutanoate 
• 875153-32-5 5-methyl-2-(1-methylethyl)-cyclohexyl 3-methyl-4-[methyl(phenyl)amino]-4-oxobutanoate 
• 1123-19-9 3-acetyl-3-methyl-dihydro-furan-2-one 
• 33684-15-0 3-methyl-4-[methyl(phenyl)amino]-4-oxobutanoic acid 
• 134750-60-0 4-hydroxy-2,N-dimethyl-N-phenylbutanamide 
• 1679-47-6 3-methyltetrahydro-2-furanone 

Relevant articles and documents

A new 2H-azirin-3-amine as a synthon for 2-methylaspartate

The synthesis of a novel 2,2-disubstituted 2H-azirin-3-amine 3a as a building block for racemic Asp(2Me) is described. This synthon contains an ester group in the side chain. The reaction of 3a with thiobenzoic acid and the amino acid Z-Val-OH yielded the racemic monothiodiamide 10a and the dipeptide 11 as a mixture of diastereoisomers, respectively (Scheme 2). In 11, each of the protecting groups was removed selectively (Scheme 3). First attempts toward the preparation of enantiomerically pure synthons for Asp(2Me) with a chiral auxiliary group in the side chain are described. Synthons 3b with a 1-(naphthalen-1-yl)ethyl ester group and 3c with a menthyl ester group were prepared and reacted with thiobenzoic acid to form monothiodiamides 10b and 10c (Scheme 2). However, the diastereoisomers of the synthons 3b and 3c could not be separated by chromatography.