105382-09-0

Basic information

• Product Name: L-Homophenylalanine hydrochloride
• Synonyms: (S)-2-AMINO-4-PHENYLBUTYRIC ACID HYDROCHLORIDE;L-HOMOPHENYLALANINE HCL;L-HOMOPHENYLALANINE HCL SALT;L-HOMOPHENYLALANINE HYDROCHLORIDE;L-HOMOPHENYLALANINE HYDROCHLORIDE SALT;LHPA HCL SALT;HOMOPHENYLALANINE HYDROCHLORIDE;H-HOPHE-OH HCL
• CAS NO: 105382-09-0
• Molecular Formula: C10H14ClNO2
• Molecular Weight: 215.68
• Product Categories: Amino hydrochloride
• Mol File: 105382-09-0.mol
• Article Data: 12

Chemical Properties

• Melting Point: 262-265 °C (dec.)(lit.)
• Boiling Point: 324.8 °C at 760 mmHg
• Flash Point: 150.2 °C
• Appearance: /
• Vapor Pressure: 9.79E-05mmHg at 25°C
• Storage Temp.: Store at RT.
• CAS DataBase Reference: L-Homophenylalanine hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: L-Homophenylalanine hydrochloride(105382-09-0)
• EPA Substance Registry System: L-Homophenylalanine hydrochloride(105382-09-0)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 105382-09-0(Hazardous Substances Data)

Usage

Chemical Properties

White powder

Uses

L-Homophenylalanine, HCl

InChI:InChI=1/C10H13NO2.ClH/c11-9(10(12)13)7-6-8-4-2-1-3-5-8;/h1-5,9H,6-7,11H2,(H,12,13);1H/t9-;/m0./s1

Upstream product

• 103-63-9 1-phenyl-2-bromoethane 
• 1068-90-2 2-acetylaminomalonic acid diethyl ester 
• 96613-91-1 (R)-2-Acetamido-4-phenylbutansaeure 
• 1088806-73-8 methyl 4-phenyl-2-(2,2,2-trifluoroacetamido)butanoate 
• 1088806-75-0 methyl 4-phenyl-2-(2,2,2-trifluoroacetamido)butanoate 
• 740055-30-5 (R)-tert-butyl 2-amino-4-phenylbutanoate 
• 124044-66-2 (R)-ethyl 2-amino-4-phenylbutanoate 
• 121054-03-3 2-hydroxy-4-phenylbutanenitrile 
• 71-43-2 benzene 
• 200731-02-8 N-phthaloyl-L-(-)-4-oxo-homophenylalanine 
• 80887-22-5 2-Acetylamino-2-phenethyl-malonic acid monoethyl ester 
• 141289-30-7 N-acetyl-DL-homophenylalanine ethyl ester 
• 5463-92-3 2-acetylamino-2-phenylethylmalonic acid diethyl ester 
• 291303-23-6 (S)-2-(1,3-dioxoisoindolin-2-yl)-4-phenylbutanoic acid 

Downstream Products

• 1316742-32-1 2-(RS)-(2-aminobenzoylamino)-4-phenylbutyric acid ethyl ester 
• 1316741-89-5 2-(RS)-{2-[(1H-indole-2-carbonyl)amino]benzoylamino}-4-phenylbutyric acid ethyl ester 
• 1316741-97-5 (RS)-1H-indol-2-carboxylic acid 2-(1-hydroxycarbamoyl-3-phenylpropylcarbamoyl)phenylamide 
• 1316741-91-9 (RS)-1H-indole-2-carboxylic acid [2-(1-carbamoyl-3-phenylpropylcarbamoyl)phenyl]amide 
• 1367367-66-5 C₁₈H₂₃NO₂ 
• 1367367-63-2 (S)-1-(1-hydroxy-4-phenylbutan-2-yl)pyrrolidine-2,5-dione 
• 1367367-64-3 (3S,7aR)-3-phenethyltetrahydropyrrolo[2,1-b]oxazol-5(6H)-one 
• 27038-09-1 (2S)-2-amino-4-phenyl-1-butanol 

Relevant articles and documents

A new and practical synthesis of α-amino acids from alkenyl boronic acids

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New anthranilic acid based antagonists with high affinity and selectivity for the human cholecystokinin receptor 1 (hCCK1-R)

The anthranilic acid diamides represent the most recent class of nonpeptide CCK1 receptor (CCK1-R) antagonists. Herein we describe the second phase of the anthranilic acid C-terminal optimization using nonproteinogenic amino acids containing a phenyl ring in their side chain. The Homo-Phe derivative 2 (VL-0797) enhanced 12-fold the affinity for the rat CCK1-R affinity and 15-fold for the human CCK1-R relative to the reference compound 12 (VL-0395). The eutomer of 2 (6) exhibited a nanomolar range affinity toward the human CCK1-R and was at least 400-fold selective for the CCK1-R over the CCK2-R. Molecular docking in the modeled CCK1-R and its validation by site-directed mutagenesis experiments showed that the 6 binding site overlaps that occupied by the C-terminal bioactive region of the natural agonist CCK. Owing to their interesting properties, new compounds provided by this study represent a solid basis for further advances aimed at synthesis of clinically valuable CCK1-R antagonists.

Asymmetric petasis reactions catalyzed by chiral biphenols

Chiral biphenols catalyze the enantioselective Petasis reaction of alkenyl boronates, secondary amines, and ethyl glyoxylate. The reaction requires the use of 15 mol % of (S)-VAPOL as the catalyst, alkenyl boronates as nucleophiles, ethyl glyoxylate as the aldehyde component, and 3 A molecular sieves as an additive. The chiral α-amino ester products are obtained in good yields (71-92%) and high enantiomeric ratios (89:11-98:2). Mechanistic investigations indicate single ligand exchange of acyclic boronate with VAPOL and tetracoordinate boronate intermediates. Copyright