L-4-Fluorophenylalanine

Product Name: L-4-Fluorophenylalanine
CAS No.: 1132-68-9
Chemical Name: L-4-Fluorophenylalanine
Synonyms: L-4-F-Phe;L-4-F-Phe-OH;L-4-FLUOROPHE;H-PHE(P-F)-OH;H-PHE(4-F)-OH;L-Phe(4-F)-OH;H-L-PHE(4-F)-OH;4-FLUORO-PHE-OH;H-P-FLUORO-PHE-OH;L-4-Fluoro-phe-OH
CBNumber: CB5709829
Molecular Formula: C9H10FNO2
Formula Weight: 183.18
MOL File: 1132-68-9.mol

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L-4-Fluorophenylalanine Property

Melting point:: ~255 °C (dec.)
alpha: -26.5 º (c=1, H2O 25 ºC)
Boiling point:: 313.3±32.0 °C(Predicted)
Density: 1.1939 (estimate)
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
solubility: Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
pka: 2.20±0.10(Predicted)
form: powder to crystal
color: White to Almost white
optical activity: Consistent with structure
Water Solubility: Soluble in water and 0.5M HCl (50 mg/ml).
BRN: 2416148
InChI: InChI=1S/C9H10FNO2/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,8H,5,11H2,(H,12,13)/t8-/m0/s1
InChIKey: XWHHYOYVRVGJJY-QMMMGPOBSA-N
SMILES: C(O)(=O)[C@H](CC1=CC=C(F)C=C1)N
CAS DataBase Reference: 1132-68-9(CAS DataBase Reference)

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Safety

Safety Statements: 23-24/25
WGK Germany: 3
RTECS: DW1765000
Hazard Note: Harmful
HS Code: 29224999

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TCI Chemical

Product number: F0274
Product name: 4-Fluoro-L-phenylalanine
Purity: >98.0%(T)
Packaging: 100mg
Price: $46
Updated: 2025/07/31

Cayman Chemical

Product number: 29178
Product name: 4-Fluoro-L-phenylalanine
Packaging: 5g
Price: $49
Updated: 2024/03/01

Cayman Chemical

Product number: 29178
Product name: 4-Fluoro-L-phenylalanine
Packaging: 10g
Price: $92
Updated: 2024/03/01

Cayman Chemical

Product number: 29178
Product name: 4-Fluoro-L-phenylalanine
Packaging: 25g
Price: $190
Updated: 2024/03/01

Cayman Chemical

Product number: 29178
Product name: 4-Fluoro-L-phenylalanine
Packaging: 50g
Price: $356
Updated: 2024/03/01

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L-4-Fluorophenylalanine Chemical Properties,Usage,Production

Chemical Properties

white to off-white powder

Uses

4-Fluoro-L-phenylalanine is a substrate for tyrosine hydroxylase (TH) that has been used to study the regulation of that enzyme.

Definition

ChEBI: A L-phenylalanine derivative that is L-phenylalanine in which the hydrogen at position 4 on the benzene ring is replaced by a fluoro group.

Synthesis

7761-30-0

3060-50-2

119-61-9

1132-68-9

18125-46-7

General procedure for the synthesis of benzophenone, (S)-2-amino-3-(4-fluorophenyl)propanoic acid and (R)-2-amino-3-(4-fluorophenyl)propanoic acid from 4-fluorophenylpyruvic acid and 2,2-diphenylglycine: To a 5 mL reaction vial fitted with a magnetic stirring bar was added 3-cyclohexyl-2-oxypropanoic acid (1j) (0.0510 g, 0.30 mmol ), 2,2-diphenylglycine (2) (0.0681 g, 0.30 mmol), chiral pyridoxamine 6 g (0.0195 g, 0.030 mmol), and MeOH-H2O (8:2, 3.0 mL). The reaction mixture was stirred at 20 °C for 3 days. Subsequently, the reaction mixture was transferred to a 25 mL round-bottomed flask and MeOH was added until all solids were completely dissolved. Next, silica gel (0.50 g) was added. After removal of the solvent by reduced pressure distillation at 20 °C, the resulting residue was separated by silica gel column chromatography (eluent ratio EtOH/ethyl acetate/25-28% ammonia = 100:58:16) to afford compound 3j (0.0401 g, 78% yield, 52% ee) as a white solid. To determine the enantiomeric excess of 3b-k, the compounds were first converted to N-benzoylmethyl esters by treatment with thionyl chloride in methanol followed by reaction with benzoyl chloride and then analyzed by HPLC. For the determination of the enantiomeric excess of 3a, it was analyzed by HPLC after conversion to methyl ester by treatment with CH2N2 in methanol.

Purification Methods

It is recrystallised from aqueous EtOH. The (R)-N-acetyl derivative has m 142-145o, [] D -38.6o (c 8, EtOH). [Bennett & Nieman J Am Chem Soc 72 1800 1950, Beilstein 14 III 1268.]

References

[1] Tetrahedron Letters, 2016, vol. 57, # 41, p. 4612 - 4615

L-4-Fluorophenylalanine Preparation Products And Raw materials

Raw materials

Preparation Products

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L-4-Fluorophenylalanine Suppliers

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View Lastest Price from L-4-Fluorophenylalanine manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD

Product: 4-Fluoro-Phe-OH 1132-68-9
Price: US $2.20-8.80/kg
Min. Order: 1kg
Purity: 99%min
Supply Ability: 100kg
Release date: 2025-09-08

Henan Aochuang Chemical Co.,Ltd.

Product: L-4-Fluorophenylalanine 1132-68-9
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 1ton
Release date: 2022-10-08

Shaanxi Dideu Medichem Co. Ltd

Product: L-4-Fluorophenylalanine 1132-68-9
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 99.0%
Supply Ability: 10 tons
Release date: 2024-08-03

1132-68-9, L-4-FluorophenylalanineRelated Search:

Phenprobamate D-Alanine D-Phenylalanine L-Alanine DL-Phenylalanine EC 2.6.1.2 H-PHE-ALA-OH PHE-GLY-GLY 4-Methylphenyl-L-alanine H-4-NITRO-PHE-OET HCL L-4-BENZOYLPHENYLALANINE L-4-Iodophenylalanine 4-Methoxy-L-phenylalanine L-4-Chlorophenylalanine L-4-TERT-BUTYL-PHE H-Phe-D-Phe-OMe.HCl L-Phenylalanine L-4-Nitrophenylalanine methyl ester hydrochloride

(S)-2-AMINO-3-(4-FLUORO-PHENYL)-PROPIONIC ACID

RARECHEM BK PT 0031

P-FLUORO-L-PHENYLALANINE

P-FLUORO-PHENYLALANINE

L-4-FLUOROPHE

L-4-FLUOROPHENYLALANINE

H-L-PHE(4-F)-OH

H-PHE(4-F)-OH

H-PHE(P-F)-OH

H-P-FLUORO-PHE-OH

L-3-(4-Fluorophenyl)alanine

(S)-2-Amino-3-(4'-Fluorophenyl)Propanoic Acid

4-Fluoro-L-Phenylalanine HCl

(2R)-2-amino-3-(4-fluorophenyl)propanoic acid

4-FLUORO-PHENYLALANINE

4-FLUORO-PHE-OH

4-FLUORO-L-PHENYLALANINE

3-(4-FLUOROPHENYL)-L-ALANINE

4-Fluoro-L-phenylalanine 98%

H-p-Fluoro-Phe-OH (4-Fluoro-L-Phenylalanine)

L-4-F-Phe-OH

4-FLUORO-PHE-OH 98%MIN

4-Fluoro-L-phenylalanine, 98+%

4-Fluoro-L-phe·HCl

(S)-4-Fluorophenylalanine

L-4-Fluoro-phe-OH

L-4-Fluorophenylalanine,98%,99+% ee

L-4-Fluorophenylalan

L-4-F-Phe-OH 4-Fluoro-L-Phenylalanine

4-Fluoro-L-phenylalanine H-p-Fluoro-Phe-OH

L-Phenylalanine, 4-fluoro-

4-fluorophenyl-L-alanine

4-Fluoro-<small>L</small>-phenylalanine

L-Phe(4-F)-OH

L-4-Fluoro-phenylalanine,99%e.e.

4-Fluoro-L-phenylalanine&gt

L-4-Fluorophenylalanine USP/EP/BP

pFluoroLphenylalanine,Inhibitor,inhibit,p Fluoro L phenylalanine

L-4-F-Phe

1132-68-9

156-2-66

C9H10FNO2xH2O

Cell Biology

Cell Signaling and Neuroscience

Cell Cycle Regulators

Cell Cycle

Apoptosis and Cell Cycle

BioChemical

Specialty Synthesis

Peptide Synthesis

Phenylalanine Derivatives

Unnatural Amino Acid Derivatives

Phenylalanine analogs and other aromatic alpha amino acids

Phenylalanine [Phe, F]

Unusual Amino Acids

Amino hydrochloride

a-amino

Non-natural amino acids