| Identification | More | [Name]
Ethyl L-valinate hydrochloride | [CAS]
17609-47-1 | [Synonyms]
ETHYL 2-AMINO-3-METHYLBUTANOATE HYDROCHLORIDE
H-VAL-OET HCL
H-VAL-OET HYDROCHLORIDE
(L)-ETHYL 2-AMINO-3-METHYLBUTANOATE HYDROCHLORIDE
L-VALINE ETHYL ESTER HCL
L-VALINE ETHYL ESTER HYDROCHLORIDE
VALINE-OET HCL
ethyl L-valinate hydrochloride
L-VALINE ETHYL ESTER HYDROCHLORIDE 99%
(S)-Ethyl 2-amino-3-methylbutanoate hydrochloride
H-L-Val-OEt*HCl
Ethyl (2S)-2-amino-3-methylbutanoate hydrochloride
Valine ethyl·hydrochloride | [EINECS(EC#)]
241-580-7 | [Molecular Formula]
C7H16ClNO2 | [MDL Number]
MFCD00012511 | [Molecular Weight]
181.66 | [MOL File]
17609-47-1.mol |
| Chemical Properties | Back Directory | [Appearance]
white crystalline powder | [Melting point ]
102-105 °C(lit.) | [alpha ]
7 º (c=2, H2O) | [storage temp. ]
Store at RT. | [solubility ]
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | [Water Solubility ]
Soluble in water | [form ]
powder to crystal | [color ]
White to Almost white | [Optical Rotation]
[α]20/D +6.7°, c = 2 in H2O | [InChI]
InChI=1/C7H15NO2.ClH/c1-4-10-7(9)6(8)5(2)3;/h5-6H,4,8H2,1-3H3;1H/t6-;/s3 | [InChIKey]
PQGVTLQEKCJXKF-RGMNGODLSA-N | [SMILES]
[C@H](N)(C(C)C)C(=O)OCC.Cl |&1:0,r| | [CAS DataBase Reference]
17609-47-1(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Safety Statements ]
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [HS Code ]
29224999 |
| Hazard Information | Back Directory | [Chemical Properties]
white crystalline powder | [Uses]
peptide synthesis | [reaction suitability]
reaction type: solution phase peptide synthesis | [Synthesis]
The general procedure for the synthesis of L-valine ethyl ester hydrochloride from ethanol and L-valine is as follows: 5 kg (42.7 mol) of L-valine and 4 kg of anhydrous ethanol were added to a 50-liter glass reactor and stirred until complete dissolution. After cooling the reaction mixture to 0-10°C, 8.8 liters of thionyl chloride were added slowly and dropwise. After the dropwise addition was completed, the reaction mixture was gradually heated to reflux and the reaction was maintained for 18 hours. Upon completion of the reaction, the reaction solution was concentrated to dryness. Subsequently, 15 liters of isopropyl acetate was added to the dried residue at 15 to 20°C and stirred for 1 hour. Finally, the product was collected by diafiltration to give 6.1 kg of off-white solid, Intermediate 1 (where R1 is ethyl). | [References]
[1] Tetrahedron, 2005, vol. 61, # 35, p. 8423 - 8442
[2] Journal of the Indian Chemical Society, 2001, vol. 78, # 3, p. 137 - 141
[3] Journal of the American Chemical Society, 2018, vol. 140, # 22, p. 6818 - 6822
[4] Chemistry of Natural Compounds, 1994, vol. 30, # 2, p. 238 - 244
[5] Khimiya Prirodnykh Soedinenii, 1994, # 2, p. 261 - 268 |
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