463962-06-3

Basic information

• Product Name: tert-butyl (2S)-1-[(4-methylphenyl)sulfonyl]-2-pyrrolidinecarboxylate
• Synonyms: tert-butyl (2S)-1-[(4-methylphenyl)sulfonyl]-2-pyrrolidinecarboxylate
• CAS NO: 463962-06-3
• Molecular Weight: 339.412
• Mol File: 463962-06-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: tert-butyl (2S)-1-[(4-methylphenyl)sulfonyl]-2-pyrrolidinecarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl (2S)-1-[(4-methylphenyl)sulfonyl]-2-pyrrolidinecarboxylate(463962-06-3)
• EPA Substance Registry System: tert-butyl (2S)-1-[(4-methylphenyl)sulfonyl]-2-pyrrolidinecarboxylate(463962-06-3)

Safety Data

• Hazardous Substances Data: 463962-06-3(Hazardous Substances Data)

Upstream product

• 540-88-5 acetic acid tert-butyl ester 
• 35418-16-7 L-t-butyl pyroglutamate 
• 98-59-9 p-toluenesulfonyl chloride 
• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 127700-63-4 (2S)-(N-para-toluenesulphonylamino)pentanoic acid tert-butyl ester 
• 4816-80-2 N-tosyl-L-glutamic acid 
• 56-86-0 L-glutamic acid 
• 24424-99-5 di-tert-butyl dicarbonate 
• 21957-65-3 1-(4'-methylbenzenesulfonyl)-5-oxopyrrolidine-2-carboxylic acid 

Downstream Products

• 1254719-17-9 (S)-tert-butyl 1-tosylpyrrolidine-2-carboxylate 
• 1269425-79-7 (1R,4S,7S)-tert-butyl 3-tosyl-8-oxa-3-azabicyclo[5.1.0]octane-4-carboxylate 
• 1269425-69-5 (2S)-tert-butyl 5-hydroxy-1-tosylpyrrolidine-2-carboxylate 
• 105002-40-2 N-(N-Tosyl-L-γ-glutamyl-1-tert.-butylester)-S-benzyl-L-cystein-methylester 
• 94430-73-6 N-Tosyl-L-glutaminsaeure-1-tert.-butylester 
• 88637-19-8 N-Tosyl-L-glutaminsaeure-1-tert.-butylester-5-hydrazid 
• 94429-50-2 N-Tosyl-L-glutaminsaeure-1-tert.-butylester-5-amid 

Relevant articles and documents

Chemoselective Intramolecular Functionalization of Methyl Groups in Nonconstrained Molecules Promoted by N-Iodosulfonamides

Mechanistic evidence observed in Hofmann-L?ffler-Freytag-type reactions has been crucial to achieve the chemoselective functionalization of methyl groups under mild conditions. Radical-mediated methyl iodination and subsequent oxidative deiodination are the key steps in this functionalization, where iodine chemistry has a pivotal role on the formation of the C-N bond. The concepts of single hydrogen atom transfer (SHAT) and multiple hydrogen atom transfer (MHAT) are introduced to describe the observed chemoselectivity. (Chemical Equation Presented).