79559-52-7

Upstream product

• 21770-48-9 methyl 2,3-dibromo-3-phenylpropanoate 
• 14737-94-1 methyl 2-chloro-3-phenylprop-2(Z)-enoate 
• 19521-13-2 α,β-dibromo-β-phenylpropionitrile 
• 37854-15-2 2-bromo-3-phenyl-2-propenenitrile 
• 621-79-4 cinnamamide 
• 88286-26-4 α,β-dibromocinnamonitrile 
• 114703-28-5 3-bromo-1,1,2-trichloro-3-phenylpropene 
• 64300-27-2 cis-(+/-)-3-phenylaziridine-2-carbonitrile 
• 19922-81-7 2,3-dibromo-3-phenyl-propionic acid amide 
• 1885-38-7 cinnamic nitrile 
• 79559-51-6 α-bromo-trans-cinnamic acid amide 

Downstream Products

• 17193-31-6 (R,S)-2-amino-3-phenylpropionamide 
• 79559-53-8 erythro-2-amino-3-fluoro-3-phenylpropionic acid amide 
• 79559-53-8 threo-2-amino-3-fluoro-3-phenylpropionic acid amide 
• 75197-99-8 threo-3-Fluorophenylaniline isopropyl ester 
• 57362-93-3 threo-DL-β-fluorophenylalanine 
• 863311-93-7 2-(4-chloro-[1,2,3]-dithiazol-5-ylideneamino)-3-phenylacrylamide 

Relevant academic research and scientific papers

Enantiopure trans -3-arylaziridine-2-carboxamides: Preparation by bacterial hydrolysis and ring-openings toward enantiopure, unnatural D -α-amino acids

Several racemic trans-3-arylaziridine-2-carboxamides were prepared and then resolved by Rhodococcus rhodochrous IFO 15564-catalyzed hydrolysis. The resulting enantiopure (2R,3S)-3-arylaziridine-2-carboxamides are adequate substrates to undergo fully stereoselective nucleophilic ring-openings at the C-3 ring position to finally yield enantiopure, unnatural d-α- aminocarboxylic acids. Experimental evidence is provided that suggests the fate of the (2S,3R)-3-arylaziridine-2-carboxylic acids concomitantly formed during the resolution processes. In this context, the similar bacterial resolution of racemic 1-arylaziridine-2-carboxamides and -carbonitriles, previously investigated by our research group, has been partially re-examined.

Synthesis of α-Halocinnamate Esters via Solvolytic Rearrangement of Trichloroallyl Alcohols

Aryl trichlorovinyl ketones undergo regioselective reduction to the corresponding carbinols with sodium borohydride in alcoholic solvents and are transformed to the (Z)-α-chlorocinnamate ester derivatives via an acid-catalyzed allylic rearrangement.Micharl addition of ammonia to these ester derivatives affords cis- and/or trans-aziridine amides.The facile rearrangement allows the synthesis of d,l-phenylalanine derived from perchloroethylene and toluene.

Reaction of Hydrogen Fluoride in Pyridine Solution with cis-Cyano-2- and cis-Amido-2-aziridines. Preparation of β-Fluoro-α-amino Acids and Esters by Means of Acidic Hydrolysis and Alcoholysis of β-Fluoro-α-Amino Nitriles and/or β-Fluoro-α-Amino Acid Amide

The addition of hydrogen fluoride generated from pyridinium poly(hydrogen fluoride) (i.e.Olah's reagent) to some cis-2-cyano- and cis-2-amido-aziridines has been examined.The reaction led to fluoroamine derivatives which upon acidic hydrolysis and alcohol

A NOVEL SYNTHESIS OF 3-FLUOROPHENYLALANINE and SOME of ITS DERIVATIVES

Ring opening of 2-cyano-3-phenylaziridine and 2-amido-3-phenylaziridine by HF/pyridine was found to give 2-amino-3-fluorophenylpropionitrile (IV) and 2-amino-3-fluorophenylalanamide (VII) respectively. 3-fluorophenylalanine (V) could be obtained by an aci