- L-Homophenylalanine
- L-Homophenylalanine ethyl ester hydrochloride
- L-Homophenylalanine hydrochloride
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Cas Database |
| Name |
L-Homophenylalanine |
EINECS | 213-403-3 |
| CAS No. | 943-73-7 | Density | 1.164 g/cm3 |
| PSA | 63.32000 | LogP | 1.73140 |
| Solubility | N/A | Melting Point |
>300 °C(lit.) |
| Formula | C10H13NO2 | Boiling Point | 324.8 °C at 760 mmHg |
| Molecular Weight | 179.219 | Flash Point | 150.2 °C |
| Transport Information | N/A | Appearance | white solid |
| Safety | 22-24/25 | Risk Codes |
 Xi:; |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| Synonyms |
L-g-Phenylbutyrine;L-Home-phenylalanine;(S)-2-Amino-4-Phenylbutanoic Acid;H-HomoPhe-OH;Benzenebutanoicacid, a-amino-, (S)-;Butyric acid,2-amino-4-phenyl-, L- (8CI);(+)-Homophenylalanine;(2S)-2-Amino-4-phenylbutanoic acid;L-2-Amino-4-phenylbutyric acid; |
Article Data | 52 |
L-Homophenylalanine Synthetic route
- 943-73-7
D-homophenylalanine
| Conditions | Yield |
|---|---|
| With hydrogen; palladium on activated charcoal In hydrogenchloride at 55℃; under 760 Torr; | 100% |
| With hydrogenchloride; palladium 10% on activated carbon; hydrogen In water at 90℃; under 1500.15 Torr; | 92% |
| With hydrogen; acetic acid; palladium on activated charcoal In water at 20℃; for 6h; |
- 1239710-15-6
methyl (2S)-4-phenyl-2-(trichloromethylcarbonylamino)butanoate
- 943-73-7
D-homophenylalanine
| Conditions | Yield |
|---|---|
| With hydrogenchloride; water for 20h; Inert atmosphere; Reflux; | 100% |
| Conditions | Yield |
|---|---|
| With formate dehydrogenase; NAD; ammonium formate at 30℃; for 24h; PheDH; | 99% |
| With formate dehydrogenase; ammonium formate; β-nicotinamide adenine dinucleotide reduced In aq. buffer at 30℃; for 24h; pH=8.5; Enzymatic reaction; | 80% |
| With L-phenylalanine; phenylalanine dehydrogenase; pyridoxal 5'-phosphate; alcohol dehydrogenases from Bacillus stearothermophilus; aromatic aminotransferase; NADH In isopropyl alcohol at 35℃; for 2h; pH=8; Reagent/catalyst; Enzymatic reaction; enantioselective reaction; | 60.3% |
| With glucose dehydrogenase; ammonium sulfate; D-glucose; NADP+-specific glutamate dehydrogenase from Pseudomonas putida, K402F mutant; nicotinamide adenine dinucleotide phosphate In aq. buffer at 35℃; pH=7.5; Reagent/catalyst; Green chemistry; Enzymatic reaction; enantioselective reaction; | n/a |
- 422511-01-1
(RS)-homophenylalaninamide hydrochloride
- 943-73-7
D-homophenylalanine
| Conditions | Yield |
|---|---|
| With pyridoxal 5'-phosphate monohydrate; cobalt(II) chloride In aq. buffer at 40℃; for 12h; pH=7.0; Enzymatic reaction; | 99% |
- 943-73-7
D-homophenylalanine
| Conditions | Yield |
|---|---|
| With sodium carbonate In methanol for 0.0833333h; | 98% |
- 139040-47-4
(S)-2-Azido-4-phenyl-butyric acid
- 943-73-7
D-homophenylalanine
| Conditions | Yield |
|---|---|
| With hydrogen; palladium on activated charcoal In ethyl acetate under 760 Torr; for 13h; | 92% |
| With hydrogen; palladium on activated charcoal In methanol |
- 100516-57-2
(3S,5S,6R)-4-(benzyloxycarbonyl)-5,6-diphenyl-3-(2'-oxo-2'-phenylethyl)-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-one
A
- 943-73-7
D-homophenylalanine
B
- 82795-51-5
D-homophenylalanine
| Conditions | Yield |
|---|---|
| With hydrogen; palladium dichloride In tetrahydrofuran; ethanol under 2068.6 Torr; for 34h; Yields of byproduct given; | A 91% B n/a |
- 943-73-7
D-homophenylalanine
| Conditions | Yield |
|---|---|
| With 10 wt% Pd(OH)2 on carbon; hydrogen In ethanol; water at 65℃; | 91% |
- 108960-95-8
homophenylalanine sodium salt
- 943-73-7
D-homophenylalanine
| Conditions | Yield |
|---|---|
| With hydrogenchloride; sodium hydroxide In water | 89.6% |
- 943-73-7
D-homophenylalanine
| Conditions | Yield |
|---|---|
| With 20% palladium hydroxide-activated charcoal; hydrogen In methanol at 45℃; under 760.051 Torr; for 7h; Reagent/catalyst; Inert atmosphere; Green chemistry; | 85% |
L-Homophenylalanine Standards and Recommendations
ASSAY (HPLC): 99.0% min
OPTICAL PURITY: 99.0% min
OPTICAL ROTATION: +45.5° ± 1°
LOSS ON DRYING: 0.5% max
L-Homophenylalanine Specification
The IUPAC name of L-Homophenylalanine is (2S)-2-amino-4-phenylbutanoic acid. With the CAS registry number 943-73-7, it is also named as (S)-alpha-Amino-benzenebutanoic acid. The product's categories are Phenylalanine Analogs and Other Aromatic alpha Amino Acids; API Intermediates; Homophenylalanine [Hph]; Amino Acids 13C, 2H, 15N; Chiral Compound; Amino Acids; Amino Acids & Derivatives; Aromatics. It is white solid which is stable under normal temperature and pressure. Additionally, this chemical should be sealed in the container and stored in the cool and dry place. When use it, people should not breathe dust and avoid contact with skin and eyes.
The other characteristics of this product can be summarized as: (1)ACD/LogP: 1.53; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.97; (4)ACD/LogD (pH 7.4): -0.97; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 3; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 5; (12)Index of Refraction: 1.564; (13)Molar Refractivity: 50.12 cm3; (14)Molar Volume: 153.9 cm3; (15)Polarizability: 19.87×10-24 cm3; (16)Surface Tension: 51.1 dyne/cm; (17)Enthalpy of Vaporization: 59.84 kJ/mol; (18)Vapour Pressure: 9.79E-05 mmHg at 25°C; (19)Rotatable Bond Count: 4; (20)Exact Mass: 179.094629; (21)MonoIsotopic Mass: 179.094629; (22)Topological Polar Surface Area: 63.3; (23)Heavy Atom Count: 13; (24)Complexity: 164; (25)Defined Atom StereoCenter Count: 1.
Preparation of L-Homophenylalanine: It can be obtained by (R)-2-acetylamino-4-phenyl-butyric acid. This reaction needs reagent 6 N aq. HCl by heating. The yield is 96%.
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Uses of L-Homophenylalanine: It is used as antitumor agent. It also can react with ethanol to get R-(-)-Homophenylalanin-ethylester. This reaction needs reagent HCl and Na2CO3. The yield is 89%.
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People can use the following data to convert to the molecule structure.
1. SMILES:O=C(O)C(N)CCc1ccccc1
2. InChI:InChI=1/C10H13NO2/c11-9(10(12)13)7-6-8-4-2-1-3-5-8/h1-5,9H,6-7,11H2,(H,12,13)
3. InChIKey:JTTHKOPSMAVJFE-UHFFFAOYAD
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