H-CHA-OME HCL Chemical Properties

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

Solid

color 

White to off-white

optical activity

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|

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-41

HS Code 

29224999

H-CHA-OME HCL Usage And Synthesis

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

H-CHA-OME HCL(17193-39-4)Related Product Information

• H-CHA-OH HCL
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• Beta-Cyclohexyl-L-Alanine Benzyl Ester Hydrochloride
• L-2-Aminobutyric acid hydrochloride
• Diethyl L-glutamate hydrochloride
• L-Valine methyl ester hydrochloride
• H-CHG-OME HCL
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• H-D-CHG-OME HCL
• L-Cyclohexylalanine
• H-D-CHA-OH HCL
• H-D-CHA-OH
• 3-CYCLOHEXYL-L-ALANINE AMIDE
• Beta-Cyclohexyl-D-Alanine Benzyl Ester Hydrochloride
• Beta-Cyclohexyl-D-Alanine Benzyl Ester-Para- Toluenesulfonate
• (2S)-2-amino-3-cyclohexylpropanamide:hydrochloride
• H-D-CHA-OME HCL
• L-Alanine methyl ester hydrochloride