METHYL D-HOMOALANINATE HCL Chemical Properties

storage temp. 

Inert atmosphere,Room Temperature

Appearance

White to off-white Solid

optical activity

Consistent with structure

InChI

InChI=1/C5H11NO2.ClH/c1-3-4(6)5(7)8-2;/h4H,3,6H2,1-2H3;1H/t4-;/s3

InChIKey

AHAQQEGUPULIOZ-NDILARRWNA-N

SMILES

[C@@H](N)(CC)C(=O)OC.Cl |&1:0,r|

Safety Information

HS Code 

29224999

METHYL D-HOMOALANINATE HCL Usage And Synthesis

Uses

(R)-2-Aminobutanoic Acid Methyl Ester Hydrochloride is used as a reagent in the synthesis of pteridine derivatives which have antibacterial and antifungal activies. (R)-2-Aminobutanoic Acid Methyl Ester Hydrochloride is also used in the synthesis of diazepanones as dipeptidyl peptidase IV inhibitors.

Synthesis

The general procedure for the synthesis of DL-2-aminobutyric acid methyl ester hydrochloride from methanol and Boc-L-2-aminobutyric acid was as follows: 10.0 g (49.2 mmol) of Boc-L-2-aminobutyric acid was dissolved in 100 mL of methanol, and 6 mL (82.2 mmol) of thionyl chloride was added slowly and dropwise at 0 °C. The reaction mixture was stirred at room temperature for 14 h before the solvent was removed by vacuum evaporation. Finally, 7.6 g (101% yield) of DL-2-aminobutyric acid methyl ester hydrochloride was obtained, whose mass spectrometry analysis showed that the (M + H)+ peak was located at 118 m/z.

References

[1] Patent: US2010/144681, 2010, A1. Location in patent: Page/Page column 67

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