L-Homophenylalanine
L-Homophenylalanine
CAS: 943-73-7
Molecular Formula: C10H13NO2
L-Homophenylalanine - Names and Identifiers
| Name | L-Homophenylalanine |
| Synonyms | H-L-HPA-OH H-HoPhe-OH L-Homophenylalanine RARECHEM BK PT 0049 (S)-HOMOPHENYLALANINE L-(S)-Homophenylalanine.HCl 2-amino-4-phenylbutanoic acid S-2-Amino-4-Phenylbutyric Acid H-HoMophe-OH(HoMophenylalanine) (S)-2-AMINO-4-PHENYLBUTYRIC ACID S)-α-Amino-benzenebutanoic acid (+)-2-AMINO-4-PHENYLBUTYRIC ACID (S)-2-AMINO-4-PHENYLBUTANOIC ACID 2-(S)-AMINO-4-PHENYLBUTANOIC ACID (S)-ALPHA-AMINOBENZENEBUTANOIC ACID Benzenebutanoicacid, a-aMino-, (aS)- (S)-alpha-Amino-benzenebutanoic acid (S)-(+)-2-AMINO-4-PHENYLBUTYRIC ACID |
| CAS | 943-73-7 |
| EINECS | 213-403-3 |
| 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) |
| InChIKey | JTTHKOPSMAVJFE-VIFPVBQESA-N |
L-Homophenylalanine - Physico-chemical Properties
| Molecular Formula | C10H13NO2 |
| Molar Mass | 179.22 |
| Density | 1.1248 (rough estimate) |
| Melting Point | >300°C(lit.) |
| Boling Point | 311.75°C (rough estimate) |
| Specific Rotation(α) | 45 º (C=1, 3N HCl 19 ºC) |
| Flash Point | 150.2°C |
| Solubility | Soluble in dilute aqueous acid. |
| Vapor Presure | 9.79E-05mmHg at 25°C |
| Appearance | White solid |
| Color | White to Off-White |
| pKa | 2.32±0.10(Predicted) |
| Storage Condition | Keep in dark place,Inert atmosphere,Room temperature |
| Refractive Index | 44 ° (C=1, 3mol/L HC |
| MDL | MFCD00002619 |
L-Homophenylalanine - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. |
| WGK Germany | 3 |
| HS Code | 29224999 |
L-Homophenylalanine - Reference Information
| Introduction | L-homophenylalanine, (S)-2-amino-4-phenylbutyric acid, L-homophenylalanine is a kind of non-natural chiral α-amino acid, and its Ester is an important raw material for preparation of angiotensin (ACE) inhibitor drugs. |
| Application | It is a common intermediate of about 20 new antihypertensive drugs in the world, for example, it can be directly used in the manufacture of Enalapril (Enalapril), Benazepril (Benazepril), Lisinopril (Lisinopril), Captopril (Captopril), Temocapril, Cilazapril (Cilazapril), etc, on the other hand, various antihypertensive drugs such as Sprirapril, Delapril, Imidapril, Quinapril and the like can be produced by preparing a dipeptide compound (NEPA). |
| preparation | 5-phenylethyl hydantoin (20.4g, 0.1mol) is suspended in warm water at 37-40 degrees, 10 mg of manganese chloride was then added followed by 10g of L-hydantoinase and 10g of hydantoin racemase, and the pH was maintained between 30% and 7.0 using a 7.5 aqueous solution of sodium carbonate. 10g of L-carbamoyl hydrolase was added after the pH of the system was no longer changed, and the pH was controlled between 7.0 and 7.2 with 1m HCl. The reaction was monitored by HPLC, after the reaction, the pH value was adjusted to 5.5 with 1m HCl, and a large amount of solid precipitated out. After filtering and drying, 15.8g of L-homophenylalanine was obtained, with a yield of 88.3% and a purity of 99.5%,ee value 99.2% |
Last Update：2024-04-09 21:32:09
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