79137-56-7

Upstream product

• 7364-51-4 N,O-bis(trimethylsilyl)phenylalanine 
• 938-18-1 mesitylene-2-carboxylic acid chloride 
• 14825-82-2 L-phenylalanine-N-carboxyanhydride 
• 2633-66-1 2-mesitylmagnesium bromide 
• 63-91-2 L-phenylalanine 

Downstream Products

• 79137-67-0 4-Benzyl-2-(2,4,6-trimethyl-phenyl)-4H-oxazol-5-one 
• 4380-68-1 2,4,6-trimethylbenzamide 
• 32776-14-0 1-phenyl-hexane-2,5-dione 
• 79138-04-8 5-phenyl-4-oxopentanenitrile 
• 79138-03-7 1-Phenyl-2,5-octandion 
• 79137-82-9 N-Mesitoyl-α-(3-oxobutyl)phenylalanin 
• 79137-85-2 N-Mesitoyl-α-(2-cyanethyl)phenylalanin 
• 79137-83-0 N-Mesitoyl-α-(3-oxohexyl)phenylalanin 

Relevant academic research and scientific papers

Synthesis of sterically hindered N-acylated amino acids from N-carboxyanhydrides

Sterically hindered N-acyl, gem-disubstituted amino acids are easily prepared via the addition of organometallic reagents to N-carboxyanhydrides (NCA). The process tolerates a wide variety of functional groups and allows the synthesis of amide products not readily accessible by traditional acylation chemistry. The existence of an isocyanate intermediate was established by in situ IR spectroscopy.

α-Aminosaeuren als nucleophile Acylaequivalente, V. Sterisch gelenkte Michael-Addition von Oxazolin-5-on-Anionen an aktivierte Doppelbindungen; Synthese von 1,4-Dicarbonylverbindungen und γ-Oxonitrilen

Oxazolin-5-ones with bulky substituents like mesityl or 1-butylcyclohexyl at C-2 undergo triethylamine catalyzed addition to activated olefins exclusively at C-4.Hydrolysis of the derived 4,4-disubstituted 2-mesityl-2-oxazolin-5-ones 9 leads to N-mesitoyl