3-Fluorophenylalanine

Base Information

• Chemical Name: 3-Fluorophenylalanine
• CAS No.: 456-88-2
• Molecular Formula: C9H10FNO2
• Molecular Weight: 183.182
• Hs Code.: 2922499990
• European Community (EC) Number: 207-272-1,220-104-1
• NSC Number: 208960,41871
• Nikkaji Number: J55.190B
• ChEMBL ID: CHEMBL50636
• Mol file: 456-88-2.mol

Synonyms:3-fluorophenylalanine;3-fluorophenylalanine, (DL)-isomer;3-fluorophenylalanine, (L)-isomer;3-fluorophenylalanine, (L)-isomer, 18F-labeled;meta-fluorophenylalanine

Chemical Property of 3-Fluorophenylalanine

Chemical Property:

• Vapor Pressure: 0.000369mmHg at 25°C
• Melting Point: ~240 °C (dec.)
• Refractive Index: 1.555
• Boiling Point: 305 °C at 760 mmHg
• PKA: 2.17±0.10(Predicted)
• Flash Point: 138.3 °C
• PSA: 63.32000
• Density: 1.293 g/cm³
• LogP: 1.48040
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: -1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 183.06955672
• Heavy Atom Count: 13
• Complexity: 187

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Fluoro-DL-phenylalanine >98.0%(HPLC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 37
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)F)CC(C(=O)O)N

Technology Process of 3-Fluorophenylalanine

There total 13 articles about 3-Fluorophenylalanine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 86.0%

diethyl α-acetamido, α-(3-fluorobenzyl)malonate (380-70-1) → 3-fluorophenylalanine (456-88-2,2629-54-1)

Guidance literature:

With hydrogenchloride; In water; for 18h; Reflux;

DOI:10.1016/j.ejmech.2017.10.031

Reference yield:

3-(3-fluorophenyl)-2-oxopropionic acid (207910-83-6) → 3-fluorophenylalanine (456-88-2,2629-54-1)

Guidance literature:

With 1,4-dihydronicotinamide adenine dinucleotide; potassium chloride; ammonium chloride; hydrogenchloride; Bacillus sphaericus wild type phenylalanine dehydrogenase; In various solvent(s); at 25 ℃; for 0.666667h; pH=8.0;

DOI:10.1039/b406364c

Reference yield:

3-(3-fluorophenyl)-2-oxopropionic acid ethyl ester → 3-fluorophenylalanine (456-88-2,2629-54-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 27 percent / aq. H₂SO₄ / acetic acid / 1 h / Heating

2: NH₄Cl; KCl; NADH / Bacillus sphaericus wild type phenylalanine dehydrogenase; aq. HCl / various solvent(s) / 0.67 h / 25 °C / pH 8.0

With 1,4-dihydronicotinamide adenine dinucleotide; sulfuric acid; potassium chloride; ammonium chloride; hydrogenchloride; Bacillus sphaericus wild type phenylalanine dehydrogenase; In acetic acid;

DOI:10.1039/b406364c

upstream raw materials:

4-((Z)-3-fluoro-benzylidene)-2-phenyl-4H-oxazol-5-one

N-acetyl-3-fluoro-D,L-phenylalanine

α-benzoylamino-3-fluoro-cinnamic acid

(+/-)-15-aminomethyl-14-hydroxy-5,5-dimethyl-2,8-dithia<9>(2,5)pyridophane

Downstream raw materials:

N-Trifluoracetyl-m-fluorphenylalanin

L-3-fluorophenylalanine

(R)-2-amino-3-(3-fluorophenyl)propionic acid

L-Ala-L-Ala-DL-m-FPhe

Refernces

• 1、 Xu, Xi,Ge, Raoling,Li, Lei,Wang, Jubo,Lu, Xiaoyu,Xue, Siqi,Chen, Xijing,Li, Zhiyu,Bian, Jinlei. "Exploring the tetrahydroisoquinoline thiohydantoin scaffold blockade the androgen receptor as potent anti-prostate cancer agents". . p. 1325 - 1344. Retrieved 2017/11/13.
• 2、 -. "ANTIBACTERIALS AND/OR MODULATORS OF BIOFILM FORMATION AND METHODS OF USING THE SAME". Paragraph 0087; 0089; 0092. . Retrieved 2017/04/11.