4507-41-9

Upstream product

• 67-56-1 methanol 
• 565-07-1 2-amino-2-phenylpropanoic acid 
• 148600-14-0 methyl 2-azido-2-phenylpropanoate 
• 91292-73-8 (+/-)-(4-chlorobenzylidene)alanine methyl ester 
• 115134-32-2 methyl 2-((diphenylmethylene)amino)propanoate 
• 135998-79-7 methyl 2-(o-chlorobenzylideneamino)propionate 
• 492-37-5 hydratropic acid 
• 87786-35-4 2-bromo-2-phenyl-propionic acid 
• 84892-13-7 methyl 2-bromo-2-phenylpropanoate 
• 32346-08-0 (1-methoxy-2-phenylprop-1-enyloxy)trimethylsilane 
• 1462367-32-3 1-[(4-methoxyphenyl)methyl]-3,5-dimethyl-5-phenylimidazolidine-2,4-dione 
• 6844-34-4 3,5-dimethyl-5-phenylimidazolidine-2,4-dione 
• 98-86-2 acetophenone 
• 613-91-2 acetophenone oxime 

Downstream Products

• 4507-51-1 Trifluoracetyl-DL-α-phenyl-alanyl-DL-α-phenyl-alanin-methylester 
• 1056442-66-0 2-amino-N-methyl-2-phenyl-propionamide 
• 124658-21-5 Methyl α-fluoro-α-methylbenzeneacetate 
• 148600-15-1 (+/-)-2-Fluoro-2-phenylpropionic acid 

Relevant academic research and scientific papers

Intramolecular arylation of amino acid enolates

Dianionic enolates formed from N′-aryl urea derivatives of amino acids undergo intramolecular C-arylation by attack of the enolate anion on the N′-aryl ring, leading to a hydantoin derivative of a quaternary amino acid. In situ IR studies allow identification of four intermediates on the reaction pathway.

Bifunctional iminophosphorane organocatalysts for enantioselective synthesis: Application to the ketimine nitro-Mannich reaction

The design, synthesis, and development of a new class of modular, strongly basic, and tunable bifunctional Bronsted base/H-bond-donor organocatalysts are reported. These catalysts incorporate a triaryliminophosphorane as the Bronsted basic moiety and are readily synthesized via a last step Staudinger reaction of a chiral organoazide and a triarylphosphine. Their application to the first general enantioselective organocatalytic nitro-Mannich reaction of nitromethane to unactivated ketone-derived imines allows the enantioselective construction of β-nitroamines possessing a fully substituted carbon atom. The reaction is amenable to multigram scale-up, and the products are useful for the synthesis of enantiopure 1,2-diamine and α-amino acid derivatives.

Acide 2-fluoro-2-phenyl propanoique: preparation et utilisation comme agent chiral de derivation

The enantiomers of 2-fluoro-2-phenyl propanoic acid have been separated and their absolute configurations determined: the specific rotation of the acid with an R configuration is 20D= -28.5 deg (c=1.5, ethanol).This acid has been

Amination with 3-acetoxyaminoquinazolin-4-(3H)ones: Preparation of α-aminoacid esters by reaction with silyl ketene acetals followed by N-N bond cleavage

Solutions of 3-acetoxyaminoquinazoline (5) react with enol ethers and silyl ketene acetals to give α-aminoaldehyde α-aminoketone or α-aminoacid derivatives. Acylation of the exocyclic nitrogen in these derivatives, as a preliminary to reductive N-N bond cleavage, could only be accomplished by indirect means. Samarium diiodide, however, effected the reduction of this N-N bond without the necessity for N-acylation. Solutions of the corresponding enantiopure 3-acetoxyaminoquinazolinone (34) brought about the disastereoselective amination of the prochiral silyl ketene acetal (15) and reductive N-N bond cleavage of the major disastereoisomer lead to enantiopure 2-phenylalanine methyl ester.

Reaction of Enol Ethers and Silyl Ketene Acetals with 3-Acetoxyamino-2-ethylquinazolin-4(3H)-one: Cleavage of N-N bonds in 3-Alkylaminoquinazolin-4(3H)-ones

Treatment of enol ethers and silyl ketene acetals with the N-acetoxyaminoquinazolone 1 gives α-aminoaldehyde, α-aminoketone or α-aminoacid derivatives in good yields: cleavage of the N-N bond in 3-alkylaminoquinazolinone derivatives can be accomplished by samarium diodide in tetrahydrofuran.

REACTIONS OF FLUOROBENZENE TRICARBONYLCHROMIUM COMPLEXES WITH ANIONS FROM SCHIFF BASES OF α-AMINO ESTERS; ENANTIOSELECTIVE SYNTHESIS OF α-ARYL AMINO ACIDS

We report here a convenient synthesis of α-substituted aryl amino acids via the addition of α-imino esters to fluorobenzene tricarbonylchromium complexes.Optically pure α-aryl amino acids have been prepared by enantioselective substitution of fluorobenzene complexes using Schiff bases of L-alanine, leucine and valine methyl esters and (1R,2R,5R)-2-hydroxypinan-3-one.

REACTIONS OF (ARENE)TRICARBONYLCHROMIUM COMPLEXES WITH ANIONS FROM SCHIFF BASES OF α-AMINO ESTERS: SYNTHESIS OF Α-ARYL AMINO ACIDS

We report here a convenient synthesis of α-substituted aryl amino acids: Schiff bases 1 derived from α-amino esters were arylated with halogeno aryl chromium tricarbonyl complex to produce, after oxydation or hydrolysis, α-aryl amino esters 4.