249648-08-6

Basic information

• Product Name: 3,4-Difluoro-D-phenylalanine
• Synonyms: (R)-2-AMino-3-(3,4-difluorophenyl)propanoic acid;D-3,4-Difluorophenylalanine≥ 99% (Assay);D-Phe(3,4-DiF)-OH
• CAS NO: 249648-08-6
• Molecular Formula: C9H9F2NO2
• Molecular Weight: 201.17
• Product Categories: Amino Acids
• Mol File: 249648-08-6.mol

Chemical Properties

• Boiling Point: 311.9 °C at 760 mmHg
• Flash Point: 142.5 °C
• Appearance: /
• Density: 1.379
• Vapor Pressure: 0.000234mmHg at 25°C
• Refractive Index: 1.536
• Storage Temp.: Store at 0-5°C
• PKA: 2.16±0.20(Predicted)
• CAS DataBase Reference: 3,4-Difluoro-D-phenylalanine(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-Difluoro-D-phenylalanine(249648-08-6)
• EPA Substance Registry System: 3,4-Difluoro-D-phenylalanine(249648-08-6)

Safety Data

• Hazardous Substances Data: 249648-08-6(Hazardous Substances Data)

Usage

Chemical Properties

Almost white powder

InChI:InChI=1/C9H9F2NO2/c10-6-2-1-5(3-7(6)11)4-8(12)9(13)14/h1-3,8H,4,12H2,(H,13,14)/t8-/m1/s1

Upstream product

• 15017-45-5 2-Acetylamino-2-(3,4-difluorobenzyl)malonic acid diethyl ester 
• 2927-34-6 3,4-difluorotoluene 
• 85118-01-0 alpha-bromo-3,4-difluorotoluene 
• 152152-17-5 3-(3,4-difluorophenyl)-2-propenoic acid 
• 34036-07-2 3,4 difluorobenzaldehyde 
• 112897-97-9 (E)-3-(3,4-difluorophenyl)acrylic acid 
• 266360-51-4 2-acetylamino-3-(3,4-difluoro-phenyl)-propionic acid 
• 266360-57-0 N-Acetyl-3,4-difluoro-D-phenylalanine 

Downstream Products

• 198474-90-7 (S)-2-((tert-butoxycarbonyl)amino)-3-(3,4-difluorophenyl)propanoic acid 

Relevant articles and documents

ANTIBACTERIALS AND/OR MODULATORS OF BIOFILM FORMATION AND METHODS OF USING THE SAME

Amides substituted with aromatic groups were synthesized and some were purified to create enantiomer pure compounds. The compounds were tested to determine their ability to inhibit the growth of bacteria and the formation of biofilms created by bacteria. Some of these compounds were found to be effective antibacterials and to effectively inhibit the formation of biofilms.

Telescopic one-pot condensation-hydroamination strategy for the synthesis of optically pure L-phenylalanines from benzaldehydes

A chemo-enzymatic telescopic approach was designed for the synthesis of L-arylalanines in high yield and optical purity, starting from commercially available and inexpensive substituted benzaldehydes. The method exploits a chemical Knoevenagel–Doebner condensation (optimised to give complete conversions in a short reaction time, employing microwave irradiation) and a biocatalytic phenylalanine ammonia lyase mediated hydroamination (for the stereoselective addition of ammonia). The two reactions can be run sequentially in one pot, bringing together the advantages of chemical and biological catalysis. The preparative applicability was demonstrated with the synthesis of five L-dihalophenylalanines (71–84% yield, 98–99% ee) of relevance as molecular probes, for medicinal chemistry and for the synthesis of pharmaceutical ingredients.

Intensified biocatalytic production of enantiomerically pure halophenylalanines from acrylic acids using ammonium carbamate as the ammonia source

An intensified, industrially-relevant strategy for the production of enantiopure halophenylalanines has been developed using the novel combination of a cyanobacterial phenylalanine ammonia lyase (PAL) and ammonium carbamate reaction buffer. The process boasts STYs up to >200 g L-1 d-1, ees ≥ 98% and simplified catalyst/reaction buffer preparation and work up.

Synthesis of a complete set of L-difluorophenylalanines, L-(F2)Phe, as molecular explorers for the CH/π interaction between peptide ligand and receptor

A complete set of difluorophenylalanines in the L-configuration [L- (F2)Phe] (namely, L-(2,3-F2)Phe, L-(2,4-F2)Phe, L-(2,5-F2)Phe, L-(2,6- F2)Phe, L-(3,4-F2)Phe, L-(3,5-F2)Phe) w