3-FLUORO-DL-TYROSINE

Base Information

• Chemical Name: 3-FLUORO-DL-TYROSINE
• CAS No.: 403-90-7
• Deprecated CAS: 139-26-4
• Molecular Formula: C9H10 F N O3
• Molecular Weight: 199.182
• Hs Code.: 2922509090
• European Community (EC) Number: 206-964-0
• NSC Number: 83231
• UNII: 084C55865H
• DSSTox Substance ID: DTXSID20861918
• Wikidata: Q27891758
• Mol file: 403-90-7.mol

Synonyms:DL-Tyrosine,3-fluoro-; Tyrosine, 3-fluoro-, DL- (8CI); 3-Fluoro-DL-tyrosine;3-Fluorotyrosine; Ba 2745; DL-3-Fluorotyrosin; DL-3-Fluorotyrosine;DL-m-Fluorotyrosine; Fluorthyrin; NSC 83231; Pardinon; m-Fluoro-DL-tyrosine

Chemical Property of 3-FLUORO-DL-TYROSINE

Chemical Property:

• Appearance/Colour: white solid
• Vapor Pressure: 6.94E-06mmHg at 25°C
• Melting Point: 280 °C (dec.)(lit.)
• Boiling Point: 362.4°Cat760mmHg
• PKA: 2.21±0.20(Predicted)
• Flash Point: 172.9°C
• PSA: 83.55000
• Density: 1.421g/cm³
• LogP: 1.18600
• Storage Temp.: 2-8°C
• Water Solubility.: Soluble in water (28 g/L).
• XLogP3: -2.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 199.06447134
• Heavy Atom Count: 14
• Complexity: 212

Purity/Quality:

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

m-Fluoro-DL-tyrosine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,T
• Statements: 20/21/22
• Safety Statements: 36

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=C(C=C1CC(C(=O)O)N)F)O
• Uses: 3-Fluoro-DL-tyrosine is used for tyrosine in the biosynthesis of proteins such as β-galactosidases (Escherichia coli), bacteriorhodopsin and intestinal microvillar enzymes, aminopeptidase N, to study the effect of halogenated tryosines on the proteins properties.

Technology Process of 3-FLUORO-DL-TYROSINE

There total 11 articles about 3-FLUORO-DL-TYROSINE 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:

C9H7FO4 → 3-fluoro-DL-tyrosine (403-90-7)

Guidance literature:

With water; ammonium formate; sodium cyanoborohydride; In methanol; at 20 ℃; for 15h; Inert atmosphere;

DOI:10.1002/ejoc.202000061

Reference yield:

α-benzoylamino-3-fluoro-4-methoxy-cinnamic acid (403-85-0) → 3-fluoro-DL-tyrosine (403-90-7)

Guidance literature:

With phosphorus; hydrogen iodide; acetic anhydride;

DOI:10.1021/ja01853a051

Reference yield:

3-fluoro-DL-tyrosine (7423-96-3) → 3-fluoro-DL-tyrosine (403-90-7)

Guidance literature:

Multi-step reaction with 2 steps

1: l-amino acid deaminase / aq. phosphate buffer / 6 h / pH 2 / Enzymatic reaction

2: ammonium formate; sodium cyanoborohydride; water / methanol / 15 h / 20 °C / Inert atmosphere

With l-amino acid deaminase; water; ammonium formate; sodium cyanoborohydride; In methanol; aq. phosphate buffer;

DOI:10.1002/ejoc.202000061

upstream raw materials:

N-acetyl-3-fluoro-O-methyl-tyrosine ethyl ester

4-amino-3-fluoro-phenylalanine

α-benzoylamino-3-fluoro-4-methoxy-cinnamic acid

α-Acetamido-α-<3-fluor-4-methoxybenzyl>-malonsaeurediethylester

Downstream raw materials:

N-Boc-3-fluoro-DL-tyrosine p-nitrophenyl ester

3-fluoro-DL-PhTX-343

N-butyryl-3-fluoro-DL-tyrosine p-nitrophenyl ester

N-Boc-3-fluorotyrosine

Refernces

• 1、 Opella et al.. "". . p. 81,86. Retrieved 1979.