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
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)
Safety
- Safety Statements
- 23-24/25
- WGK Germany
- 3
- RTECS
- DW1765000
- Hazard Note
- Harmful
- HS Code
- 29224999
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.
N-Bromosuccinimide Price
- Product number
- F0274
- Product name
- 4-Fluoro-L-phenylalanine
- Purity
- >98.0%(T)
- Packaging
- 100mg
- Price
- $46
- Updated
- 2025/07/31
- Product number
- 29178
- Product name
- 4-Fluoro-L-phenylalanine
- Packaging
- 5g
- Price
- $49
- Updated
- 2024/03/01
- Product number
- 29178
- Product name
- 4-Fluoro-L-phenylalanine
- Packaging
- 10g
- Price
- $92
- Updated
- 2024/03/01
- Product number
- 29178
- Product name
- 4-Fluoro-L-phenylalanine
- Packaging
- 25g
- Price
- $190
- Updated
- 2024/03/01
- Product number
- 29178
- Product name
- 4-Fluoro-L-phenylalanine
- Packaging
- 50g
- Price
- $356
- Updated
- 2024/03/01
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
L-4-Fluorophenylalanine Suppliers
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- Fax
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- Country
- Ukraine
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View Lastest Price from L-4-Fluorophenylalanine manufacturers
- 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
- 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
- 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