66693-69-4

Upstream product

• 100-11-8 1-bromomethyl-4-nitro-benzene 
• 20877-15-0 ethyl 2-acetylamino-2-cyano-3-(4-nitrophenyl)propanoate 
• 6265-87-8 2-acetylamino-2-(4-nitrobenzyl)malonic acid diethyl ester 

Downstream Products

• 1575605-05-8 C₁₂H₁₄N₂O₄*ClH 
• 1575604-75-9 C₁₃H₁₈N₂O₄*ClH 
• 17193-40-7 (+)-Methyl 2-amino-3-(4-nitrophenyl)propionate hydrochloride 
• 1575603-81-4 butyl 2-acetylamino-3-(4-nitrophenyl)propanoate 
• 1575603-84-7 allyl 2-acetylamino-3-(4-nitrophenyl)propanoate 
• 36097-39-9 (S)-methyl 2-acetamido-3-(4-nitrophenyl)propanoate 
• 88546-12-7 methyl (R)-2-acetamido-3-(4-nitrophenyl)propanoate 
• 1575618-78-8 allyl 2-acetylamino-3-(4-nitrophenyl)propanoate 
• 1575605-44-5 butyl 2-acetylamino-3-(4-nitrophenyl)propanoate 
• 127090-51-1 2-acetylamino-3-(4-nitro-phenyl)-propionic acid methyl ester 
• 108460-12-4 N_α-(2-Naphthylsulfonylglycyl)-4-amino-phenylalaninpiperidid 
• 109273-47-4 N_α-(2-Naphthylsulfonylglycyl)-4-amino-phenylalaninpiperididhydrochlorid 
• 108460-09-9 N_α-(2-Naphthylsulfonylglycyl)-4-nitro-phenylalaninpiperidid 
• 856571-39-6 2-{2-[(1H-indole-2-carbonyl)amino]benzoylamino}-3-(4-nitrophenyl)propionic acid ethyl ester 

Relevant academic research and scientific papers

Asymmetric chemoenzymatic synthesis of N-acetyl-α-amino esters based on lipase-catalyzed kinetic resolutions through interesterification reactions

Several phenylalanine analogs have been synthesized through a four-step route starting from easily available ethyl acetamidocyanoacetate. In a first reaction, and making use of phase transfer catalysts, this compound reacted with several alkyl halides, being benzyltributylammonium chloride identified as the best one for the production of a series of quaternary amino acids in moderate to excellent yields (52-95%). Then, the corresponding N-acetyl-phenylalanine methyl and allyl ester derivatives were obtained through acidic hydrolysis, esterification, and N-acetylation. Rhizomucor miehei lipase was found as a versatile enzyme for the resolution of these amino esters, finding the best results through interesterification reactions with butyl butyrate in acetonitrile. A great influence in the stereoselectivity was found depending on the chemical structure of the compound, achieving for the non- or para-substituted in the phenyl ring excellent stereoselectivities, being moderate for the meta-nitro derivative, while the ortho-nitro amino ester did not react.

Anthranilic acid based CCK1 receptor antagonists: Preliminary investigation on their second "touch point"

In this phase of structure-affinity relationship study of VL-0395, a new anthranilic acid based CCK1 selective antagonist, we propose a series of unnatural aminoacidic derivatives. The result of this work is the identification of a new CCK ligand, which possesses an affinity (IC50 = 35 nm) one order of magnitude greater than the lead and, as a general rule, it points out how the hypothesized receptorial pocket which accommodates the Phe residue allows much more structural modification than that interacting with the N-terminal group. Hence, the modification of the C-terminal pharmacophoric group of our lead VL-0395 can not only enhance the affinity of anthranilic acid derivatives but can modulate the selectivity for one CCK receptor subtype or afford mixed antagonists.