1076-51-3

Usage

Uses

Used in Pharmaceutical Industry:
L-phenylalanine is used as an active pharmaceutical ingredient for the treatment of certain medical conditions. It is utilized in the synthesis of medications that target neurotransmitter imbalances, which can help improve mood and mental alertness.
Used in Food Additive Industry:
L-phenylalanine is used as a flavor enhancer and sweetener in the food industry. Its ability to stimulate the taste receptors for sweetness makes it a valuable component in the production of low-calorie and sugar-free food products.
Used in Nutritional Supplements:
L-phenylalanine is used as a dietary supplement to support the synthesis of neurotransmitters and enhance cognitive function. It is particularly beneficial for individuals with certain medical conditions that affect neurotransmitter production, such as depression and attention deficit hyperactivity disorder (ADHD).
Used in Research and Development:
L-phenylalanine is used as a research tool in the development of new drugs and therapies targeting neurotransmitter-related disorders. Its role in the synthesis of key neurotransmitters makes it an important compound for understanding the underlying mechanisms of mood regulation and stress response.
However, it is important to note that L-phenylalanine supplementation should be used with caution in individuals with certain medical conditions, such as phenylketonuria, as it can be harmful in high doses.

Upstream product

• 492-38-6 2-phenylacrylic acid 
• 54373-73-8 3-(1,3-dioxoisoindolin-2-yl)-2-phenylpropanoic acid 
• 54373-74-9 (RS)-3-phthalimido-2-phenylpropanoic acid chloride 
• 129906-42-9 N-(3-phenyl-2-propenyl)benzamide 
• 1260684-66-9 (2S,5S)-1-benzoyl-2-isopropyl-5-phenylperhydropyrimidin-4-one 
• 1070685-01-6 ethyl 3-amino-2-phenylpropanoate 
• 1070237-98-7 (S)-benzyl 3-nitro-2-phenylpropanoate 
• 215608-92-7 benzyl 3-(1,3-dioxoisoindolin-2-yl)-2-phenylpropanoate 
• 102-16-9 benzyl 2-phenylacetate 
• 462655-04-5 (S)-3-(Benzyl-benzyloxycarbonyl-amino)-2-phenyl-propionic acid methyl ester 
• 22979-35-7 Methyl phenyldiazoacetate 
• 462655-05-6 (S)-3-(Benzyl-benzyloxycarbonyl-amino)-2-phenyl-propionic acid 
• 215608-93-8 (S)-3-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-2-phenyl-propionic acid (R)-4,4-dimethyl-2-oxo-tetrahydro-furan-3-yl ester 

Downstream Products

• 181140-88-5 N-Boc-phenylpropanoic acid 
• 77738-67-1 (+)-3,3-ethylenedithio-2-phenyl-1-phthalimidobutane 
• 77790-50-2 (+)-1-diazo-3-phenyl-4-phthalimidobutan-2-one 
• 77790-49-9 (+)-2-phenyl-3-phthalimidopropionyl chloride 
• 77738-66-0 (+)-2-phenyl-1-phthalimidobutan-3-one 
• 77738-68-2 (+)-2-phenyl-1-phthalimidobutane 
• 33603-06-4 (+)-1-amino-2-phenylbutane 
• 77790-48-8 (+)-2-phenyl-3-phthalimidopropionic acid 

Relevant academic research and scientific papers

Novel asymmetric catalytic nucleophilic fluorine heterocyclization reaction system and application thereof in chiral non-natural amino acid module synthesis

The invention discloses a novel asymmetric catalytic fluorine heterocyclization reaction system and application thereof. The novel asymmetric catalytic fluorine heterocyclization reaction system provided by the invention comprises a chiral iodine catalyst and etherified boron trifluoride, and is applied to a catalytic asymmetric nucleophilic fluorine heterocyclization reaction of unsaturated amide; a fluoro oxazine derivative is obtained through treatment after the reaction; and the obtained fluoro oxazine derivative is subjected to hydrolysis and oxidation reaction to obtain the chiral non-natural amino acid. The reaction system provided by the invention has the following advantages: etherified boron trifluoride is used as a fluorine reagent, is cheap and easy to obtain, and has good stability and low toxicity; the reaction conditions are mild; the chiral iodine catalyst is simple to prepare and does not need a complex ligand; the system is environment-friendly and free of heavy metal pollution and precious metal waste; the obtained product is a fluoro oxazine derivative active molecular structure unit with two chiral centers; chiral non-natural amino acid can be obtained through conversion reaction of the product; and the chemical selectivity and stereoselectivity of the reaction are good, and the yield and optical purity are high.

Functionalization of (2S)-Isopropyl-5-iodo-2,3-dihydro-4(H)-pyrimidin-4- ones by a Suzuki-Miyaura Cross-Coupling Reaction Using Aryltrifluoroborate Salts: Convenient Enantioselective Preparation of α-Substituted β-Amino Acids

A simple protocol for the Pd(OAc)2-catalyzed cross-coupling reaction of 1-benzoyl-(2S)-isopropyl-5-iodo-2,3-dihydro-4(H)-pyrimidin-4-ones with potassium aryltrifluoroborates was developed. The reaction is performed at 110°C with a ligand-free catalyst. In all cases, complete conversion of the 1-benzoyl-(2S)-isopropyl-5-iodo-2,3-dihydro-4(H)-pyrimidin-4-onesand aryltrifluoroborates into the C-C coupling products was observed within 30-360 min. It is noteworthy that a largevariety of groups present in the potassium aryltrifluoroborates (-CF3, -OMe, -SEt, -CN, -CHO, -Cl, -Cbz, -NCbz,-OH, -CO2H) could be tolerated. Hydrogenation of the endocyclic double bonds in the Suzuki-Miyaura products followed by acid hydrolysis afforded highly enantioenrichedα-aryl-substituted β-amino acids. We present a general approach for the synthesis of (2S)-isopropyl-5-aryl-2,3- dihydro-4(H)-pyrimidin-4-ones by Suzuki-Miyaura reaction of aryltrifluoroborate salts with(2S)-isopropyl-5-iodo-2,3-dihydro-4(H)-pyrimidin-4-ones in the presence of a palladium catalyst and a base. The arylated compounds were transformed into enantioenriched α-aryl-substituted β-amino acids. Copyright

Organocatalytic asymmetric transferhydrogenation of β-nitroacrylates: Accessing β2-amino acids

We describe a highly efficient and enantioselective Hantzsch ester mediated conjugate reduction of β-nitroacrylates that is catalyzed by a Jacobsen thiourea catalyst as a key step in a new route to optically active β2-amino acids. Copyright

Asymmetric synthesis of β2-amino acids: 2-substituted-3-aminopropanoic acids from N-acryloyl SuperQuat derivatives

Conjugate addition of lithium dibenzylamide to (S)-N(3)-acryloyl-4- isopropyl-5,5-dimethyloxazolidin-2-one (derived from l-valine) and alkylation of the resultant lithium β-amino enolate provides, after deprotection, a range of (S)-2-alkyl-3-aminopropanoic acids in good yield and high ee. Alternatively, via a complementary pathway, conjugate addition of a range of secondary lithium amides to (S)-N(3)-(2′-alkylacryloyl)-4-isopropyl-5,5- dimethyloxazolidin-2-ones, diastereoselective protonation with 2-pyridone, and subsequent deprotection furnishes a range of (R)-2-alkyl- and (R)-2-aryl-3-aminopropanoic acids in good yield and high ee. Additionally, the boron-mediated aldol reaction of β-amino N-acyl oxazolidinones is a highly diastereoselective method for the synthesis of a range of β-amino- β′-hydroxy N-acyl oxazolidinones. The Royal Society of Chemistry.

Catalytic enantioselective synthesis of β2-amino acids

A very direct approach for the synthesis of β-amino esters is provided by catalytic asymmetric C-H activation by means of carbenoid-induced C-H insertion (see scheme; Boc = butyloxycarbonyl; TFA = trifluoroacetic acid). The reactions described herein represent the first regioselective intermolecular C-H insertions occurring at a methyl site.

New synthesis of enantiomerically pure (S)-3-amino-2-phenyl propanoic acid via the asymmetric transformation of its racemic N-phthaloyl derivative

The synthesis of racemic N-phthalyl 3-amino-2-phenyl propanoic acid and its asymmetric transformation via the corresponding prochiral ketene have been investigated, allowing the preparation of enantiomerically pure (S)-3- amino-2-phenyl propanpic acid.

Stereochemical Studies on Aromatic Amino-acids. Part 4. Absolute Configuration of 3-Amino-2-phenylpropionic Acid

(+)-3-Amino-2-phenylpropionic acid (1) was assigned the (S)-configuration by chemical correlation with (+)-(S)-1-amino-2-phenylbutane (2).O.r.d. and molecular rotation data for this amino-acid and various derivatives are reported and discussed in the light of well known rules which have been applied to α-amino-acids previously.