40856-44-8

Basic information

• Product Name: (S)-3-Amino-3-phenylpropanoic acid
• Synonyms: H-BETA-PHE-OH;RARECHEM LK HC T302;(S)-3-AMINO-3-PHENYLPROPANOIC ACID;(S)-3-AMINO-3-PHENYLPROPIONIC ACID;(S)-B-PHENYLALANINE;(S)-BETA-PHENYLALANINE;(S)-3-Amino-3-Phenylpropinic;(S)-3-PHENYL-BETA-ALANINE
• CAS NO: 40856-44-8
• Molecular Formula: C₉H₁₁NO₂
• Molecular Weight: 165.19
• EINECS: 1312995-182-4
• Product Categories: 3-Amino-3-phenylpropanoic Acid Analogs;Alcohol Aldehyde & acid series;API intermediates;Unusual Amino Acids - Phe;Dapoxetine intermediate
• Mol File: 40856-44-8.mol
• Article Data: 69

Chemical Properties

• Melting Point: 251-253 °C(Solv: water (7732-18-5); acetone (67-64-1))
• Boiling Point: 307.5 °C at 760 mmHg
• Flash Point: 139.8 °C
• Appearance: /
• Density: 1.198 g/cm³
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: Aqueous Acid (Sparingly)
• PKA: 3.45±0.12(Predicted)
• CAS DataBase Reference: (S)-3-Amino-3-phenylpropanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-3-Amino-3-phenylpropanoic acid(40856-44-8)
• EPA Substance Registry System: (S)-3-Amino-3-phenylpropanoic acid(40856-44-8)

Safety Data

• Hazardous Substances Data: 40856-44-8(Hazardous Substances Data)

Usage

Description

(S)-3-Amino-3-phenylpropanoic acid, also known as (S)-β-Phenylalanine, is a naturally occurring non-proteinogenic amino acid. It is a white crystalline powder that serves as a key building block in the synthesis of various pharmaceuticals due to its unique structure and properties.

Uses

Used in Pharmaceutical Industry:
(S)-3-Amino-3-phenylpropanoic acid is used as an intermediate for the synthesis of pharmaceuticals, specifically for the development of new drugs and therapeutic agents. Its unique structure allows it to be a versatile component in the creation of various medicinal compounds.
Used in Drug Synthesis:
(S)-3-Amino-3-phenylpropanoic acid is used as a key building block in the synthesis of pharmaceuticals for its ability to be incorporated into the molecular structure of various drugs. This enhances the development of novel therapeutic agents with improved efficacy and reduced side effects.
Used in Research and Development:
(S)-3-Amino-3-phenylpropanoic acid is utilized in research and development for the study of its chemical properties and potential applications in the field of medicine. Its unique structure makes it an interesting subject for scientific investigation and the development of new pharmaceutical compounds.

Upstream product

• 150-30-1 Phenylalanine 
• 112545-23-0 N-(R)-α-Methylbenzyl-(S)-3-phenylisoxazolidin-5-one 
• 65451-19-6 N-(phenylacetyl)-3-amino-3-phenylpropanoic acid 
• 850011-53-9 3-formylamino-3-phenyl-propionic acid ethyl ester 
• 3646-50-2 3-Amino-3-phenylpropionic acid 
• 5661-55-2 4-phenylazetidin-2-one 
• 127001-34-7 N-Benzylidene<(R)-(-)-α-methylbenzyl>amine N-oxide 
• 135383-44-7 5-Chloro-3-phenyl-2-((R)-1-phenyl-ethyl)-isoxazolidine-5-carbonitrile 
• 14898-52-3 methyl 3-amino-3-phenylpropanoate 
• 6335-76-8 3-amino-3-phenylpropionic acid ethyl ester 
• 607737-27-9 3-(2-chloro-acetylamino)-3-phenyl-propionic acid 
• 100-52-7 benzaldehyde 
• 103-81-1 Benzeneacetamide 
• 101-41-7 benzeneacetic acid methyl ester 

Downstream Products

• 263247-50-3 (R)-3-benzamido-3-phenylpropanoic acid 
• 1050324-77-0 (R)-3-phenyl-3-(2,2,2-trifluoroacetamido)propanoic acid 
• 117020-31-2 (R)-N-acetyl-3-amino-3-phenylpropionic acid 
• 209252-15-3 (S)-3-(9H-fluoren-9-ylmethoxycarbonylamino)-3-phenylpropionic acid 
• 220498-02-2 (R)-3-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-phenylpropanoic acid 
• 83649-48-3 (R)-3-amino-3-phenylpropionic acid hydrochloride 
• 82769-76-4 (S)-3-amino-3-phenylpropanol 
• 37088-67-8 methyl (3R)-3-amino-3-phenylpropanoate 
• 56-41-7 L-alanin 
• 614-20-0 3-oxo-3-phenylpropionic acid 
• 127413-52-9 (S)-3-benzamido-3-phenylpropanoic acid 
• 170564-98-4 (R)-3-amino-3-phenyl-1-propanol 
• 1150560-58-9 methanesulfonic acid (S)-3-tert-butoxycarbonylamino-3-phenylpropyl ester 
• 1630982-20-5 (S)-tert-butyl (3-amino-1-phenylpropyl)carbamate 

Relevant articles and documents

Preparation methods of beta-azido acid and beta-amino acid compounds and application thereof

The invention discloses a preparation method of beta-azido acid, which comprises the following step of: carrying out a reaction on an ethylene compound, CZ1Z2Z3Z4 and trimethylsilyl azide as initial raw materials to obtain the beta-azido acid. The ethylene compound has a structural general formula as shown in a formula I, and the beta-azido acid has a structural general formula as shown in a formula II, wherein R is selected from one of alkyl, substituted alkyl, heteroaryl and substituted heteroaryl; and Z1, Z2, Z3 and Z4 are respectively and independently at least one selected from fluorine, chlorine, bromine and iodine. The invention further provides beta-amino acid and application of the preparation method. The preparation methods of the beta-azido acid and the beta-amino acid, provided by the invention, have the advantages of cheap raw materials and catalysts, mild reaction conditions, simplicity in operation, high reaction efficiency and the like.

Characterization of a new nitrilase from Hoeflea phototrophica DFL-43 for a two-step one-pot synthesis of (S)-β-amino acids

A nitrilase from Hoeflea phototrophica DFL-43 (HpN) demonstrating excellent catalytic activity towards benzoylacetonitrile was identified from a nitrilase tool-box, which was developed previously in our laboratory for (R)-o-chloromandelic acid synthesis from o-chloromandelonitrile. The HpN was overexpressed in Escherichia coli BL21 (DE3), purified to homogeneity by nickel column affinity chromatography, and its biochemical properties were studied. The HpN was very stable at 30–40?°C, and highly active over a wide range of pH values (pH 6.0–10.0). In addition, the HpN could tolerate against several hydrophilic organic solvents. Steady-state kinetics indicated that HpN was highly active towards benzoylacetonitrile, giving a KM of 4.2?mM and a kcat of 170?s?1, the latter of which is ca. fivefold higher than the highest record reported so far. A cascade reaction for the synthesis of optically pure (S)-β-phenylalanine from benzoylacetonitrile was developed by coupling HpN with an ω-transaminase from Polaromonas sp. JS666 in toluene-water biphasic reaction system using β-alanine as an amino donor. Various (S)-β-amino acids could be produced from benzoylacetonitrile derivatives with moderate to high conversions (73–99%) and excellent enantioselectivity (> 99% ee). These results are significantly advantageous over previous studies, indicating a great potential of this cascade reaction for the practical synthesis of (S)-β-phenylalanine in the future.

Synthetic method for novel chiral ligand, metal chelate, multiple unnatural amino acids, maraviroc and key intermediate thereof

The invention discloses a synthetic method for a novel chiral ligand, a metal chelate, multiple unnatural amino acids, maraviroc and a key intermediate thereof. According to the synthetic method, (R)-2-methylproline is selected as a starting material, and asymmetrical resolution is induced by utilizing a nickel chelate, so that (S)-beta3-amino acid is obtained, and (S)-3-amino-3-phenylpropionic acid is taken as the key intermediate for synthesizing maraviroc, so that yield is high, and ee value reaches more than or equal to 98.2%. The method disclosed by the invention has the advantages that source of raw materials is wide, conditions of a synthetic process are mild, control is easy, and optical purity of products is high.