117391-49-8

Basic information

• Product Name: 3-AMINO-3-(2-FLUORO-PHENYL)-PROPIONIC ACID
• Synonyms: RARECHEM AK HC T305;3-AMINO-3-(2-FLUOROPHENYL)PROPANOIC ACID;3-AMINO-3-(2-FLUORO-PHENYL)-PROPIONIC ACID;DL-3-AMINO-3-(2-FLUORO-PHENYL)-PROPIONIC ACID;3-amino-3-(2-fluorophenyl)propanoic acid(SALTDATA: FREE);3-Amino-3-(2-fluorophenyl)propanoicacid95%;(RS)-3-Amino-3-(2-fluorophenyl)-propionic acid
• CAS NO: 117391-49-8
• Molecular Formula: C₉H₁₀FNO₂
• Molecular Weight: 183.18
• EINECS: 604-604-1
• Product Categories: B-Amino
• Mol File: 117391-49-8.mol
• Article Data: 9

Chemical Properties

• Melting Point: 222-224
• Boiling Point: 302.6 °C at 760 mmHg
• Flash Point: 136.8 °C
• Appearance: /
• Density: 1.289 g/cm³
• Vapor Pressure: 0.000434mmHg at 25°C
• Refractive Index: 1.554
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 3.67±0.10(Predicted)
• CAS DataBase Reference: 3-AMINO-3-(2-FLUORO-PHENYL)-PROPIONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-AMINO-3-(2-FLUORO-PHENYL)-PROPIONIC ACID(117391-49-8)
• EPA Substance Registry System: 3-AMINO-3-(2-FLUORO-PHENYL)-PROPIONIC ACID(117391-49-8)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 117391-49-8(Hazardous Substances Data)

Usage

General Description

3-Amino-3-(2-Fluoro-Phenyl)-Propionic Acid is a chemical compound that belongs to the class of organic compounds known as phenylpropanoic acids. Its chemical formula is C9H10FNO2. It consists of a fluorine atom attached to the phenyl group, which in turn is connected to the propionic acid structure through an amino group. The presence of fluorine in the compound contributes to its reactivity and also influences its physical and chemical properties such as its boiling point, melting point, and solubility in different solvents. It may be used in the synthesis of various pharmaceutical compounds. The safety and potential effects of this chemical on human health or the environment have not been extensively studied; therefore, appropriate precautions should be taken while handling it.

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

Upstream product

• 141-82-2 malonic acid 
• 446-52-6 2-Fluorobenzaldehyde 

Downstream Products

• 862466-13-5 tert-Butyl [1-(2-fluorophenyl)-3-hydroxypropyl]carbamate 
• 18944-77-9 2-fluorocinnamic acid 
• 19883-78-4 (S)-2-fluorophenylalanine 
• 151911-22-7 (R)-β-amino-β-(2-fluorophenyl)propionic acid 

Relevant articles and documents

Preparation and application of novel eEF2K depressant

The invention relates to preparation and application of an eEF2K depressant and belongs to the technical field of antitumor pharmacy. A technical problem to be solved by the invention is to provide acompound as the eEF2K depressant. The compound comprises a compound represented by a formula shown in the description or pharmaceutically acceptable salts thereof. The compound or pharmaceutically acceptable salts thereof can serve as the eEF2K depressant, have certain anti-tumor activity and can effectively depress the growth of cancer cells. The compound disclosed by the invention has an obviousdepression action on a variety of tumor cells, particularly three-negative mammary cancer cells.

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.).

Stereoselective chemoenzymatic preparation of β-amino esters: Molecular modelling considerations in lipase-mediated processes and application to the synthesis of (S)-dapoxetine

A wide range of optically active 3-amino-3-arylpropanoic acid derivatives have been prepared by means of a stereoselective chemoenzymatic route. The key step is the kinetic resolution of the corresponding β-amino esters. Although the enzymatic acylations of the amino group with ethyl methoxyacetate showed synthetically useful enantioselectivities, the hydrolyses of the ester group catalyzed by lipase from Pseudomonas cepacia have been identified as the optimal processes concerning both activity and enantioselectivity. The enantiopreference of this lipase in these reactions has been explained, at the molecular level, by using a fragment-based approach in which the most favoured binding site for a phenyl ring and the most stable conformation of the 3-aminopropanoate core nicely match the (S)-configuration of the major products. The conversion and enantioselectivity values of the enzymatic reactions have been compared in order to understand the influence of the different substitution patterns present in the phenyl ring. This chemoenzymatic route has been successfully applied to the preparation of a valuable intermediate in the synthesis of (S)-dapoxetine, which has been chemically synthesised in excellent optical purity.