| Identification | More | [Name]
Ethyl L-phenylalaninate hydrochloride | [CAS]
3182-93-2 | [Synonyms]
ETHYL 2-AMINO-3-PHENYLPROPANOATE HYDROCHLORIDE
H-PHE-OET HCL
L-ETHYL PHENYLALANATE HYDROCHLORIDE
L-PHENYLALANINE ETHYL ESTER HCL
L-(+)-PHENYLALANINE ETHYL ESTER HYDROCHLORIDE
L-PHENYLALANINE ETHYL ESTER HYDROCHLORIDE
PHENYLALANINE-OET HCL
L-phenylalanine ethylester
ethyl L-phenylalaninate hydrochloride
Phe-OEt HCl
L-PhenylalanineEthylEster>99%
L-PHANYLALANINEETHYLESTERHCL
H-L-Phe-OEt*HCl
L-Phenylalanine ethyl ester hydrochlorid
L-PHENYLALANINE ETHYL ESTER HYDROCHLORIDE extrapure
Ethyl (2S)-2-amino-3-phenylpropanoate hydrochloride | [EINECS(EC#)]
221-673-9 | [Molecular Formula]
C11H16ClNO2 | [MDL Number]
MFCD00012507 | [Molecular Weight]
229.7 | [MOL File]
3182-93-2.mol |
| Chemical Properties | Back Directory | [Appearance]
Crystalline | [Melting point ]
155-156 °C(lit.) | [alpha ]
33.7 º (c=2, C2H5OH 21 ºC) | [storage temp. ]
Store at RT. | [solubility ]
Methanol, Water | [form ]
Fine Needle-Like Crystalline Solid | [color ]
White | [Optical Rotation]
[α]20/D 7.8°, c = 2 in H2O | [Water Solubility ]
Soluble in methanol and water. | [Sensitive ]
Hygroscopic | [BRN ]
3657823 | [InChI]
InChI=1/C11H15NO2.ClH/c1-2-14-11(13)10(12)8-9-6-4-3-5-7-9;/h3-7,10H,2,8,12H2,1H3;1H/t10-;/s3 | [InChIKey]
FPFQPLFYTKMCHN-MEQOOBBNNA-N | [SMILES]
C1(C=CC=CC=1)C[C@H](N)C(=O)OCC.Cl |&1:7,r| | [CAS DataBase Reference]
3182-93-2(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [HS Code ]
29224995 |
| Hazard Information | Back Directory | [Chemical Properties]
Crystalline | [Uses]
L-Phenylalanine Ethyl Ester Hydrochloride is an derivative of L-Phenylalanine (P319415), an essential amino acid. | [reaction suitability]
reaction type: solution phase peptide synthesis | [Synthesis]
1. L-phenylalanine (5 g, 30 mmol) was dissolved in anhydrous ethanol (30 mL).
2. slowly add trimethylchlorosilane (TMSCl, 6.915 mL, 54 mmol) to the reaction system at room temperature.
3. A reflux condenser was assembled and the reaction system was heated in an oil bath at 80 °C. 4.
4. The reaction mixture was allowed to react overnight under stirring conditions.
5. On the following day, the reaction system was cooled to room temperature and the reaction solution was subsequently concentrated under reduced pressure. 6.
6. The concentrated residue was dissolved in ether (Et2O).
7. The resulting slurry was filtered and the separated solid product was further washed with ether.
8. The washed solid was dried under high vacuum to afford the target product (S)-ethyl 2-amino-3-phenylpropionate hydrochloride (6.86 g, 99% yield). 9. The structure of the product was confirmed by 1H NPD analysis.
9. The structure of the product was confirmed by 1H NMR (400 MHz, DMSO-d6): δ8.52 (s, 3H), 7.30 (m, 5H), 4.24 (ABX, JAX=7.8 Hz, JBX=6.2 Hz, 1H), 4.11 (m, 2H), 3.17, 3.05 (ABX, JAB=-14 Hz, JBX=5.8 Hz, JAX=7.6 Hz, 2H), 1.09 (t, J=6.8 Hz, 3H). | [References]
[1] Patent: US2017/71964, 2017, A1. Location in patent: Paragraph 0594-0595
[2] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2006, vol. 45, # 8, p. 1942 - 1944
[3] Tetrahedron Letters, 2015, vol. 56, # 49, p. 6900 - 6903
[4] Chemical Communications, 2011, vol. 47, # 42, p. 11784 - 11786
[5] Recueil des Travaux Chimiques des Pays-Bas, 1990, vol. 109, # 7/8, p. 413 - 418 |
|
|