151911-23-8

Basic information

• Product Name: (R)-3-AMINO-3-(4-FLUORO-PHENYL)-PROPIONIC ACID
• Synonyms: H-D-BETA-PHE(4-F)-OH;(R)-beta-4-Fluorophenylalanine;(R)--(p-Fluorophenyl)alanine;(R)-3-(P-FLUOROPHENYL)-BETA-ALANINE ;(R)-3-amino-3-(4-fluorophenyl)propanoic acid;H-D-b-Phe(4-F)-OH;R-4-F-PHA;Albb-006640
• CAS NO: 151911-23-8
• Molecular Formula: C₉H₁₀FNO₂
• Molecular Weight: 183.18
• EINECS: 200-258-5
• Product Categories: 3-Amino-3-phenylpropionic Acid Analogs;3-Amino-3-phenylpropanoic Acid Analogs;B-Amino
• Mol File: 151911-23-8.mol
• Article Data: 12

Chemical Properties

• Melting Point: 245-247 °C(Solv: water (7732-18-5); acetone (67-64-1))
• Boiling Point: 308.829 °C at 760 mmHg
• Flash Point: 140.575 °C
• Appearance: /
• Density: 1.29 g/cm³
• Vapor Pressure: 0.000287mmHg at 25°C
• Refractive Index: 1.554
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 3.66±0.10(Predicted)
• CAS DataBase Reference: (R)-3-AMINO-3-(4-FLUORO-PHENYL)-PROPIONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-3-AMINO-3-(4-FLUORO-PHENYL)-PROPIONIC ACID(151911-23-8)
• EPA Substance Registry System: (R)-3-AMINO-3-(4-FLUORO-PHENYL)-PROPIONIC ACID(151911-23-8)

Safety Data

• Hazardous Substances Data: 151911-23-8(Hazardous Substances Data)

Usage

General Description

(R)-3-AMINO-3-(4-FLUORO-PHENYL)-PROPIONIC ACID is a chemical compound with the molecular formula C9H10FNO2. It is an amino acid derivative with a 4-fluoro-phenyl substituent attached to the propionic acid side chain. (R)-3-AMINO-3-(4-FLUORO-PHENYL)-PROPIONIC ACID has potential applications in pharmaceutical research and drug development due to its ability to interact with biological systems and potentially have therapeutic effects. It may also be used as a building block in organic synthesis for the creation of new chemical compounds with specific properties. Additionally, it could be studied for its potential role in processes related to neurotransmission and other physiological functions in the body. Overall, (R)-3-AMINO-3-(4-FLUORO-PHENYL)-PROPIONIC ACID is a versatile chemical compound with a range of potential applications in various scientific fields.

InChI:InChI=1/C9H10FNO2/c10-7-3-1-6(2-4-7)8(11)5-9(12)13/h1-4,8H,5,11H2,(H,12,13)/t8-/m1/s1

Upstream product

• 171002-17-8 β-(N-phenylacetylamino)-β-(4-fluorophenyl)propionic acid 
• 218166-05-3 3-amino-3-(4-fluorophenyl)propionic acid ethyl ester 
• 930769-46-3 (+/-)-4-(4-fluorophenyl)-2-azetidinone 
• 1132-68-9 L-4-fluorophenylalanine 
• 405-99-2 para-fluorostyrene 
• 325-89-3 3-amino-3-(4-fluorophenyl)propanoic acid 
• 51-65-0 4-Fluorophenylalanine 
• 459-32-5 (E)-4-fluorocinnamic acid 
• 459-32-5 4-fluorocinnamic acid 
• 459-57-4 4-fluorobenzaldehyde 

Downstream Products

• 784205-67-0 C₁₆H₁₃F₄NO₄S 
• 784205-28-3 C₁₅H₁₂Cl₂FNO₄S 

Relevant articles and documents

Kinetic Resolution of Aromatic β-Amino Acids Using a Combination of Phenylalanine Ammonia Lyase and Aminomutase Biocatalysts

An enzymatic strategy for the preparation of (R)-β-arylalanines employing phenylalanine aminomutase and ammonia lyase (PAM and PAL) enzymes has been demonstrated. Candidate PAMs with the desired (S)-selectivity from Streptomyces maritimus (EncP) and Bacillus sp. (PabH) were identified via sequence analysis using a well-studied template sequence. The newly discovered PabH could be linked to the first ever proposed biosynthesis of pyloricidin-like secondary metabolites and was shown to display better β-lyase activity in many cases. In spite of this, a method combining the higher conversion of EncP with a strict α-lyase from Anabaena variabilis (AvPAL) was found to be more amenable, allowing kinetic resolution of five racemic substrates and a preparative-scale reaction with >98% (R) enantiomeric excess. This work represents an improved and enantiocomplementary method to existing biocatalytic strategies, allowing simple product separation and modular telescopic combination with a preceding chemical step using an achiral aldehyde as starting material. (Figure presented.).

Enantioselective acylation of β-phenylalanine acid and its derivatives catalyzed by penicillin G acylase from alcaligenes faecalis

This study developed a simple, efficient method for producing racemic β-phenylalanine acid (BPA) and its derivatives via the enantioselective acylation catalyzed by the penicillin G acylase from Alcaligenes faecalis (Af-PGA). When the reaction was run at 25°C and pH 10 in an aqueous medium containing phenylacetamide and BPA in a molar ratio of 2:1, 8 U/mL enzyme and 0.1 M BPA, the maximum BPA conversion efficiency at 40 min only reached 36.1%, which, however, increased to 42.9% as the pH value and the molar ratio of phenylacetamide to BPA were elevated to 11 and 3:1, respectively. Under the relatively optimum reaction conditions, the maximum conversion efficiencies of BPA derivatives all reached about 50% in a relatively short reaction time (45-90 min). The enantiomeric excess value of product (eep) and enantiomeric excess value of substrate (ees) were all above 98% and 95%, respectively. These results suggest that the method established in this study is practical, effective, and environmentally benign and may be applied to industrial production of enantiomerically pure BPA and its derivatives.

Kinetic resolution of aromatic β-amino acids by ω-transaminase

Racemic aromatic β-amino acids have been kinetically resolved into (R)-β-amino acids with high enantiomeric excess (>99%) by a novel ω-TA with ca. 50% conversion.