58680-45-8

Basic information

• Product Name: Benzenepropanamide, N-(1,1-dimethylethyl)-
• CAS NO: 58680-45-8
• Molecular Formula: C13H19NO
• Molecular Weight: 205.3
• Mol File: 58680-45-8.mol
• Article Data: 23

Chemical Properties

• CAS DataBase Reference: Benzenepropanamide, N-(1,1-dimethylethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenepropanamide, N-(1,1-dimethylethyl)-(58680-45-8)
• EPA Substance Registry System: Benzenepropanamide, N-(1,1-dimethylethyl)-(58680-45-8)

Safety Data

• Hazardous Substances Data: 58680-45-8(Hazardous Substances Data)

Upstream product

• 101617-14-5 dicyclohexylammonium 3-phenylpropionate 
• 75-64-9 tert-butylamine 
• 501-52-0 3-Phenylpropionic acid 
• 540-88-5 acetic acid tert-butyl ester 
• 645-59-0 dihydrocinnamonitrile 
• 63677-96-3 (E)-2-hydroxy-2-methyl-5-phenylpent-4-en-3-one 
• 458-69-5 3-phenylpropanoic acid fluoride 
• 119072-55-8 tert-butylisonitrile 
• 17376-04-4 2-phenethyl iodide 
• 69932-21-4 4-hydroxyphenyl 3-phenylpropanate 

Downstream Products

• 122-97-4 3-Phenyl-1-propanol 
• 501-52-0 3-Phenylpropionic acid 
• 71193-45-8 N-tert-butyl-3-phenylpropylamine 
• 102-93-2 3-phenylpropionamide 
• 85432-88-8 1-(tert-butyl)-4-phenylazetidin-2-one 
• 99564-46-2 N-(tert-butyl)-3-phenyl-2-propenamide 

Relevant articles and documents

Metal-free approach for hindered amide-bond formation with hypervalent iodine(iii) reagents: application to hindered peptide synthesis

A new bio-inspired approach is reported for amide and peptide synthesis using α-amino esters that possess a potential activating group (PAG) at the ester residue. To activate the ester functionality under mild metal-free conditions, we exploited the facile dearomatization of phenols with hypervalent iodine(iii) reagents. Using a pyridine-hydrogen fluoride complex, highly reactive acyl fluoride intermediates can be successfully generated, thereby allowing for the smooth formation of sterically hindered amides and peptides from bulky amines and α-amino esters, respectively.

Three-Component Visible-Light-Induced Palladium-Catalyzed 1,2-Alkyl Carbamoylation/Cyanation of Alkenes

A mild visible-light-induced Pd-catalyzed one-pot three-component alkyl-carbamoylation and cyanation of alkenes was developed. This general transformation, which proceeds via the in situ formation of a reactive ketenimine intermediate, allows for a rapid construction of a broad range of valuable amides and nitriles from readily available alkenes, alkyl iodides, and isocyanides. An efficient synthesis of tetrazole and amidine via this approach was also demonstrated.

Efficient cleavage of tertiary amide bonds: Via radical-polar crossover using a copper(ii) bromide/Selectfluor hybrid system

A novel approach for the efficient cleavage of the amide bonds in tertiary amides is reported. Based on the selective radical abstraction of a benzylic hydrogen atom by a CuBr2/Selectfluor hybrid system followed by a selective cleavage of an N-C bond, an acyl fluoride intermediate is formed. This intermediate may then be derivatized in a one-pot fashion. The reaction proceeds under mild conditions and exhibits a broad substrate scope with respect to the tertiary amide moiety as well as to nitrogen, oxygen, and carbon nucleophiles for the subsequent derivatization. Mechanistic studies suggest that the present reaction proceeds via a radical-polar crossover process that involves benzylic carbon radicals generated by the selective radical abstraction of a benzylic hydrogen atom by the CuBr2/Selectfluor hybrid system. Furthermore, a synthetic application of this method for the selective cleavage of peptides is described. This journal is