| Identification | Back Directory | [Name]
H-CHA-OME HCL | [CAS]
17193-39-4 | [Synonyms]
H-CHA-OME HCL
H-Cha-OMe hydrochloride
H-CHA-OME HCL USP/EP/BP
H-β-Cyclohexyl-Ala-OMe · HCl
H-beta-Cyclohexyl-Ala-OMe·HCl
L-CYCLOHEXYLALANINE METHYL ESTER HCL
L-CYCLOHEXYLALANINEMETHYLESTERHYDROCHLOERIDE
Methyl (S)-a-amino-cyclohexanepropanoate HCl
3-CYCLOHEXYL-L-ALANINE METHYL ESTER HYDROCHLORIDE
L-3-Cyclohexyl Alanine methyl ester Hydrochloride
β-Cyclohexyl-L-alanine methyl ester hydrochloride
(S)-(-)-Cyclohexylalanine methyl ester hydrochloride
BETA-CYCLOHEXYL-L-ALANINE METHYL ESTER HYDROCHLORIDE
(S)-Methyl 2-aMino-3-cyclohexylpropanoate hydrochloride
methyl (2S)-2-amino-3-cyclohexylpropanoate hydrochloride
L-2-AMINO-3-CYCLOHEXYL-PROPIONIC ACID METHYL ESTER HYDROCHLORIDE
L-2-AMINO-3-HEXAHYDROPHENYLPROPIONIC ACID METHYL ESTER HYDROCHLORIDE
Cyclohexanepropanoicacid, a-amino-, methyl ester,hydrochloride (1:1), (aS)- | [Molecular Formula]
C10H20ClNO2 | [MDL Number]
MFCD00153486 | [MOL File]
17193-39-4.mol | [Molecular Weight]
221.72 |
| Chemical Properties | Back Directory | [storage temp. ]
Inert atmosphere,2-8°C | [form ]
Solid | [color ]
White to off-white | [Optical Rotation]
20.8°(C=0.01g/ml MEOH) | [InChI]
InChI=1/C10H19NO2.ClH/c1-13-10(12)9(11)7-8-5-3-2-4-6-8;/h8-9H,2-7,11H2,1H3;1H/t9-;/s3 | [InChIKey]
YLESODBCBYZUCT-OVMXBOEKNA-N | [SMILES]
C(OC)(=O)[C@H](CC1CCCCC1)N.[H]Cl |&1:4,r| |
| Hazard Information | Back Directory | [Uses]
H-beta-Cyclohexyl-Ala-OMe·HCl is used in the preparation of novel fluoropeptidomimetics, which are potential protease inhibitors. | [Synthesis]
For the synthesis of compounds 2a, 2c-2g, a slightly modified literature method [1] was used. The procedure was as follows: (S)-2-amino-3-cyclohexylpropanoic acid hydrochloride (32.2 mmol) was dissolved in anhydrous methanol (100 mL) under stirring conditions, and the temperature of the reaction system was maintained between -10 and -5 °C, and thionyl chloride (64.4 mmol) was added slowly dropwise. After the dropwise addition, the reaction mixture was stirred continuously at room temperature for 16 hours. After completion of the reaction, the reaction solution was concentrated to dryness by rotary evaporator. The resulting crude product was dissolved with ethyl acetate (EtOAc) and the solid product was subsequently collected by filtration. The collected solid was dried under reduced pressure to afford (S)-methyl 2-amino-3-cyclohexylpropanoate hydrochloride as a white crystalline powder, all in higher than 80% yield. The melting point of the product and the 1H and 13C NMR spectroscopic data in D2O were in agreement with those reported in the literature [20] for the characterization of the compound. | [References]
[1] European Journal of Medicinal Chemistry, 2013, vol. 68, p. 253 - 259 |
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