131270-08-1

Basic information

• Product Name: D-β-Homophenylalanine, HPLC 98%
• Synonyms: β-homo-(S)-phenylalanine;β-homo-(S)-phenylalanin;(R)-b-Aminobenzenebutanoic acid;D-β-Homophenylalanine, HPLC 98%;(.BETA.R)-.BETA.-AMINO-BENZENEBUTANOIC ACID;(3R)-(-)-3-Amino-4-phenylbutyric acid;D-beta-Homophenylalanine;Benzenebutanoic acid, b-aMino-, (R)-
• CAS NO: 131270-08-1
• Molecular Formula: C₁₀H₁₃NO₂
• Molecular Weight: 179.22
• Mol File: 131270-08-1.mol
• Article Data: 18

Chemical Properties

• Melting Point: 209-211 °C(Solv: water (7732-18-5); acetone (67-64-1))
• Boiling Point: 329.5±30.0 °C(Predicted)
• Appearance: /
• Density: 1.164±0.06 g/cm3(Predicted)
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• PKA: 3.78±0.10(Predicted)
• CAS DataBase Reference: D-β-Homophenylalanine, HPLC 98%(CAS DataBase Reference)
• NIST Chemistry Reference: D-β-Homophenylalanine, HPLC 98%(131270-08-1)
• EPA Substance Registry System: D-β-Homophenylalanine, HPLC 98%(131270-08-1)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26
• Hazardous Substances Data: 131270-08-1(Hazardous Substances Data)

Usage

General Description

D-β-Homophenylalanine, HPLC 98% is a chemical compound with a purity of 98% when analyzed by high performance liquid chromatography (HPLC). It is an enantiomer of the natural amino acid phenylalanine, and it is commonly used in the synthesis of pharmaceuticals and other organic compounds. This chemical has a variety of potential applications in the field of medicinal chemistry and drug development due to its ability to mimic the structure and function of phenylalanine in biological systems. Its high purity makes it suitable for use in research and development, as well as in the production of pharmaceutical products.

Upstream product

• 5130-24-5 Vinyl chloroformate 
• 153708-38-4 (S,S)-6-benzyl-2-tert-butyl-1,3-dimethyl-4-pyrimidinone 
• 131270-16-1 (R)-3-N,N-dibenzylamino-4-phenylbutanoic acid 
• 172695-25-9 (S)-3-<(tert-butoxycarbonyl)amino>-4-phenylbutanenitrile 
• 777885-07-1 (+/-)-4-benzyl-2-azetidinone 
• 211618-76-7 (S)-4-benzyl-2-azetidinone 
• 51871-62-6 (S)-3-tert-butoxycarbonylamino-4-phenylbutanoic acid 
• 149193-77-1 3-amino-4-phenyl-butyric acid ethyl ester 
• 193954-28-8 (S)-3-(9H-fluoren-9-yl)methoxycarbonylamino-4-phenylbutanoic acid 
• 1039025-18-7 N-[(1S)-1-cyanomethyl-2-phenylethyl]-2,4,6-trimethylbenzenesulfonamide 
• 97206-05-8 methyl N-(benzyloxycarbonyl)-(3S)-3-amino-4-phenylbutanoate 
• 131270-13-8 (R)-3-N,N-dibenzylamino-4-phenylbutanenitrile 
• 153708-33-9 (S)-6-benzyl-2-tert-butyl-1-methoxymethyl-3-methyl-2,3-dihydro-4(1H)-pyrimidinone 
• 100-52-7 benzaldehyde 

Downstream Products

• 78175-24-3 (S)-3-(2,4-Dinitro-phenylamino)-4-phenyl-butyric acid 
• 211619-48-6 4(S)-benzyl-3(S)-methoxyazetidin-2-one 
• 211618-78-9 (S)-4-Benzyl-1-(tert-butyl-dimethyl-silanyl)-azetidin-2-one 
• 211619-52-2 4(S)-benzyl-1-(tert-butyldimethylsilyl)-3(S)-hydroxyazetidin-2-one 
• 211619-30-6 (3S,4S)-3-Allyl-4-benzyl-1-(tert-butyl-dimethyl-silanyl)-azetidin-2-one 
• 211619-29-3 (3S,4S)-4-Benzyl-1-(tert-butyl-dimethyl-silanyl)-3-ethyl-azetidin-2-one 
• 211619-31-7 4(S)-benzyl-1-(tert-butyl-dimethylsilyl)-3(S)-methoxyazetidin-2-one 
• 211619-32-8 4(S)-benzyl-1-(tert-butyldimethylsilyl)-3(S)-(methylthio)azetidin-2-one 
• 211619-00-0 4(S)-Benzyl-2-oxoazetidine-1-carboxylic acid (4-pyridinylmethyl) amide 

Relevant articles and documents

Candida antarctica lipase B-catalyzed ring opening of 4-arylalkyl-substituted β-lactams

The Lipolase-catalyzed ring opening of racemic 4-benzyl- 3 and 4-phenylethyl-2-azetidinone 4 was performed with 0.5 equiv of H2O in diisopropyl ether at 45 °C. The resulting (S)-β-amino acid 5 or 6 (ee ≥ 87%) and (R)-β-lactam 7 or 8 (ee >99%) enantiomers could easily be separated. The ring opening of enantiomeric β-lactams with 18% aqueous HCl afforded the corresponding enantiopure β-amino acid hydrochlorides 9 and 10 (ee >99%).

Improved enzymatic syntheses of valuable β-arylalkyl-β-amino acid enantiomers

The enantioselective (E～ 200) Burkholderia cepacia-catalysed hydrolyses of β-amino esters with H2O (0.5 equiv.) in t-BuOMe or in i-Pr2O at 45 °C are described. The enantiomers of biologically relevant β-arylalkyl-substituted β-amino acids, and especially (R)-3-amino-3-(2,4,5-trifluorophenyl)butanoic acid, the intermediate of the new antidiabetic drug sitagliptine, were prepared with high enantiomeric excesses (ee≥96%) and in good yields (≥42%). The Royal Society of Chemistry 2010.

HETEROCYCLIC MODULATORS OF PKB

The invention relates to heterocyclic compounds of Formula I and compositions thereof useful for treating diseases mediated by protein kinase B (PKB) where the variables have the definitions provided herein Formula (I). The invention also relates to the therapeutic use of such compounds and compositions thereof in treating disease states associated with abnormal cell growth, cancer, inflammation, and metabolic disorders.