CID 6926425

Base Information

• Chemical Name: CID 6926425
• CAS No.: 1132-68-9
• Molecular Formula: C9H10FNO2
• Molecular Weight: 183.182
• Hs Code.: 29224999
• Mol file: 1132-68-9.mol

Synonyms:3f3c

Chemical Property of CID 6926425

Chemical Property:

• Appearance/Colour: white to off-white powder
• Vapor Pressure: 2.64E-05mmHg at 25°C
• Melting Point: ~255°C (dec.)
• Boiling Point: 313.3 °C at 760 mmHg
• PKA: 2.20±0.10(Predicted)
• Flash Point: 143.3 °C
• PSA: 63.32000
• Density: 1.293 g/cm³
• LogP: 1.48040
• Storage Temp.: Store at RT.
• Water Solubility.: Soluble in water and 0.5M HCl (50 mg/ml).
• XLogP3: -1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 183.06955672
• Heavy Atom Count: 13
• Complexity: 173

Purity/Quality:

98%, ^*data from raw suppliers

4-Fluoro-L-phenylalanine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CC(C(=O)[O-])[NH3+])F
• Isomeric SMILES: C1=CC(=CC=C1C[C@@H](C(=O)[O-])[NH3+])F
• Uses: 4-Fluoro-L-phenylalanine is a substrate for tyrosine hydroxylase (TH) that has been used to study the regulation of that enzyme.

Technology Process of CID 6926425

There total 62 articles about CID 6926425 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: 99.0%

4-fluoro-(RS)-phenylalaninamide hydrochloride (133919-66-1) → L-4-fluorophenylalanine (1132-68-9)

Guidance literature:

With pyridoxal 5'-phosphate monohydrate; cobalt(II) chloride; In aq. buffer; at 40 ℃; for 8h; pH=7.0; Enzymatic reaction;

DOI:10.1002/adsc.201100923

Reference yield: 99.0%

sodium 3-(4-fluorophenyl)-2-oxopropionate (7761-30-0) → L-4-fluorophenylalanine (1132-68-9)

Guidance literature:

With formate dehydrogenase; NAD; ammonium formate; at 30 ℃; for 24h; PheDH;

DOI:10.1021/jo00308a012

Reference yield: 70.0%

(E)-4-fluorocinnamic acid (459-32-5) → L-4-fluorophenylalanine (1132-68-9)

Guidance literature:

With ammonium hydroxide; Petroselinum crispum phenylalanine ammonialyase (1U); at 37 ℃; for 24h; pH=10;

DOI:10.1002/1521-3765(20000915)6:18<3386::AID-CHEM3386>3.0.CO;2-5

upstream raw materials:

N-acetyl-3-fluoro-L-phenylalanine-(N'-phenyl-hydrazide)

sodium 3-(4-fluorophenyl)-2-oxopropionate

N-(trifluoroacetyl)-p-fluoro-DL-phenylalanine

Sodium; 3-(4-fluoro-phenyl)-2-oxo-propionate

Downstream raw materials:

(S)-3-(4-Fluoro-phenyl)-2-hydroxy-propionic acid allyl ester

(S)-2-tert-Butoxycarbonylamino-3-methyl-butyric acid (S)-1-carboxy-2-(4-fluoro-phenyl)-ethyl ester

(S)-3-Methyl-2-[(5-methyl-isoxazole-3-carbonyl)-amino]-butyric acid (S)-1-carboxy-2-(4-fluoro-phenyl)-ethyl ester

(S)-2-tert-Butoxycarbonylamino-3-methyl-butyric acid (S)-1-allyloxycarbonyl-2-(4-fluoro-phenyl)-ethyl ester

Refernces

• 1、 Zhang, Shiqi,Li, Guangxun,Liu, Hongxin,Wang, Yingwei,Cao, Yuan,Zhao, Gang,Tang, Zhuo. "Bio-inspired enantioselective full transamination using readily available cyclodextrin". . p. 4203 - 4208. Retrieved 2017.
• 2、 Easton, Christopher J.,Harper, Jason B.. "Acylase I catalysed hydrolysis of para-substituted (S)-phenylalanine derivatives from mixtures of the racemic ortho- and para-substituted isomers". . p. 5269 - 5272. Retrieved 1998.
• 3、 Asano,Yamada,Kato,Yamaguchi,Hibino,Hirai,Kondo. "Enantioselective synthesis of (S)-amino acids by phenylalanine dehydrogenase from Bacillus sphaericus: use of natural and recombinant enzymes". . p. 5567 - 5571. Retrieved 1990.
• 4、 Soloshonok, V. A.,Belokon', Yu. N.,Kukhar', V. P.,Chernoglazova, N. I.,Saporovskaya, M. B.,et al.. "ASYMMETRIC SYNTHESIS OF HETEROORGANIC ANALOGS OF NATURAL COMPOUNDS. 2. A CONVENIENT PREPARATIVE METHOD FOR THE SYNTHESIS OF ENANTIOMERICALLY PURE (S)-(-)-o-, m-, and p-FLUOROPHENYLALANINES AND THEIR 2-METHYL-SUBSTITUTED ANALOGS.". . p. 1479 - 1485. Retrieved 1990.
• 5、 Rowles, Ian,Groenendaal, Bas,Binay, Baris,Malone, Kirk J.,Willies, Simon C.,Turner, Nicholas J.. "Engineering of phenylalanine ammonia lyase from Rhodotorula graminis for the enhanced synthesis of unnatural L-amino acids". . p. 7343 - 7347. Retrieved 2016.
• 6、 Hayriyan, Liana A.,Karapetyan, Ani J.,Minasyan, Ella V.,Mkrtchyan, Anna F.,Paloyan, Ani M.,Panosyan, Henrik A.,Poghosyan, Artavazd S.,Saghyan, Ashot S.,Sahakyan, Lusine Yu.,Sargsyan, Armen S.,Tovmasyan, Anna S.,Tsaturyan, Avetis H.. "Asymmetric synthesis, biological activity and molecular docking studies of some unsaturated α-amino acids, derivatives of glycine, allylglycine and propargylglycine". . . Retrieved 2020/02/18.
• 7、 -. "ANTIBACTERIALS AND/OR MODULATORS OF BIOFILM FORMATION AND METHODS OF USING THE SAME". Paragraph 0122. . Retrieved 2017/04/11.