2-fluorophenylalanine

Base Information

• Chemical Name: 2-fluorophenylalanine
• CAS No.: 325-69-9
• Molecular Formula: C₉H₁₀FNO₂
• Molecular Weight: 183.182
• Mol file: 325-69-9.mol

Synonyms:Phenylalanine, 2-fluoro- (9CI);3-(o-Fluorophenyl)alanine;DL-2-Fluorophenylalanine;DL-o-Fluorophenylalanine;o-Fluorophenylalanine;

Chemical Property of 2-fluorophenylalanine

Chemical Property:

• Boiling Point: 308.1 °C at 760 mmHg
• Flash Point: 140.1 °C
• Density: 1.293 g/cm³

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-fluorophenylalanine

There total 72 articles about 2-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: 81.0%

2-(Benzhydrylidene-amino)-3-(2-fluoro-phenyl)-propionic acid methyl ester (145243-39-6) → 2-fluoro-DL-phenylalanine (2629-55-2,325-69-9)

Guidance literature:

With hydrogenchloride;

DOI:10.1021/jo00056a033

Reference yield:

2-fluoro-DL-phenylalanine (2629-55-2,325-69-9) → 2-fluorocinnamic acid (18944-77-9) + (R)-2'-fluorophenylalanine (97731-02-7,325-69-9)

Guidance literature:

With phenylalanine ammonia-lyase from Pseudozyma antarctica yeast; In aq. buffer; at 30 ℃; for 168h; pH=8.5; Reagent/catalyst; Time; stereoselective reaction; Resolution of racemate;

DOI:10.1016/j.cattod.2020.04.002

Reference yield:

β-amino-β-(2-fluorophenyl)propionic acid (117391-49-8,151911-22-7) → 2-fluorocinnamic acid (18944-77-9) + (S)-2-fluorophenylalanine (19883-78-4,325-69-9) + (R)-β-amino-β-(2-fluorophenyl)propionic acid (151911-22-7)

Guidance literature:

With phenylalanine 2,3-aminomutase from Pantoea agglomerans; ammonium carbonate; at 20 ℃; for 20h; pH=8; enantioselective reaction; Enzymatic reaction;

DOI:10.1039/c6ra02964g

upstream raw materials:

(Z)-4-(2-fluorobenzylidene)-2-phenyloxazol-5(4H)-one

N-acetyl-2-fluoro-DL-phenylalanine

α-benzoylamino-2-fluoro-cinnamic acid

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

Downstream raw materials:

N-Acetyl-2-fluoro-DL-phenylalanine

(2S)-2-amino-3-(2-fluorophenyl)propan-1-ol

(S)-2-fluorophenylalanine

(R)-2'-fluorophenylalanine

Refernces

• 1、 Weise, Nicholas J.,Thapa, Prasansa,Ahmed, Syed T.,Heath, Rachel S.,Parmeggiani, Fabio,Turner, Nicholas J.,Flitsch, Sabine L.. "Bi-enzymatic Conversion of Cinnamic Acids to 2-Arylethylamines". . p. 995 - 998. Retrieved 2020/01/21.
• 2、 Nakano, Shogo,Minamino, Yuki,Hasebe, Fumihito,Ito, Sohei. "Deracemization and stereoinversion to aromatic d-amino acid derivatives with ancestral l-amino acid oxidase". . p. 10152 - 10158. Retrieved 2019/10/19.