105497-45-8

Basic information

• Product Name: (R)-N-phenyl-2-methylbutanamide
• Synonyms: (R)-N-phenyl-2-methylbutanamide
• CAS NO: 105497-45-8
• Molecular Weight: 177.246
• Mol File: 105497-45-8.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: (R)-N-phenyl-2-methylbutanamide(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-N-phenyl-2-methylbutanamide(105497-45-8)
• EPA Substance Registry System: (R)-N-phenyl-2-methylbutanamide(105497-45-8)

Safety Data

• Hazardous Substances Data: 105497-45-8(Hazardous Substances Data)

Upstream product

• 1730-91-2 (S)-2-Methylbutyric acid 
• 103-71-9 phenyl isocyanate 
• 106-98-9 1-butylene 
• 201230-82-2 carbon monoxide 
• 62-53-3 aniline 
• 81896-23-3 C₁₁H₁₃NO 
• 1565-80-6 (2S)-2-methyl-1-butanol 
• 27763-54-8 (S)-2-methylbutanoyl chloride 
• 32231-50-8 (R)-2-methylbutyric acid 
• 80-59-1 Tiglic acid 

Downstream Products

• 193340-36-2 (+)-(S)-N-(2-methylpropanoyloxyethyl)-N-(2-methylbutyl)aniline 
• 193340-34-0 (+)-(S)-N-(2-hydroxyethyl)-N-(2-methylbutyl)aniline 
• 193340-33-9 (S)-N-(2-methylbutyl)-N-phenylamine 

Relevant articles and documents

Asymmetric Markovnikov Hydroaminocarbonylation of Alkenes Enabled by Palladium-Monodentate Phosphoramidite Catalysis

A palladium-catalyzed asymmetric Markovnikov hydroaminocarbonylation of alkenes with anilines has been developed for the atom-economical synthesis of 2-substituted propanamides bearing an α-stereocenter. A novel phosphoramidite ligand L16 was discovered which exhibited very high reactivity and selectivity in the reaction. This asymmetric Markovnikov hydroaminocarbonylation employs readily available starting materials and tolerates a wide range of functional groups, thus providing a facile and straightforward method for the regio- and enantioselective synthesis of 2-substituted propanamides under ambient conditions. Mechanistic studies revealed that the reaction proceeds through a palladium hydride pathway.

Enantioselective hydrogenation of α-substituted acrylic acids catalyzed by iridium complexes with chiral spiro aminophosphine ligands

Highly active: Iridium complexes with chiral spiro aminophosphine ligands were synthesized and applied as catalysts for the asymmetric hydrogenation of α-substituted acrylic acids (see scheme). The complexes were highly active catalysts, showing turnover frequencies of up to 6000 h-1, and catalyst loadings could be reduced to 0.01 mol %. Copyright

Highly enantioselective construction of the α-chiral center of amides via iridium-catalyzed hydrogenation of α,β-unsaturated amides

The chiral center at the a-position of amides is installed in excellent enantioselectivity via the iridium-catalyzed asymmetric hydrogenation of αβ-unsaturated amides under mild conditions. Even aliphatic amides are suitable substrates. The presence of a