| Identification | Back Directory | [Name]
(S)-Methyl 2-aminobutanoate | [CAS]
15399-22-1 | [Synonyms]
H-Abu-OMe
H-ABU-OME HCL
Levetiracetam-10
Levetiracetam Impurity J
Levetiracetam Impurity 14
Levetiracetam impuritiesJ
Methyl (2S)-Aminobutanoate
Levetiracetam impurities513
(S)-Methyl 2-aminobutanoate
(S)-2-aminobutyric acid methyl ester
ethyl (S)-2-aminobutanoate hydrochlori
Butanoic acid,2-amino-, methyl ester, (2S)-
Levetiracetam Impurity 20/Methyl (S)-2-aminobutanoate hydrochloride | [Molecular Formula]
C5H11NO2 | [MDL Number]
MFCD09256699 | [MOL File]
15399-22-1.mol | [Molecular Weight]
117.15 |
| Chemical Properties | Back Directory | [Boiling point ]
127.8±13.0 °C(Predicted) | [density ]
0.987±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [pka]
7.89±0.29(Predicted) |
| Hazard Information | Back Directory | [Uses]
Methyl (2S)?-?2-?Aminobutanoate is a general chemical reagent used in the synthesis of methylsulphonamide based small molecule legumain inhibitors. | [Synthesis]
Step 1: Preparation of methyl (2S)-2-aminobutyrate; (2S)-2-aminobutyric acid (21.56 g, 0.21 mol) was dissolved in 120 mL of methanol. The reaction mixture was cooled to 0°C in an ice-water bath and thionyl chloride (30.5 mL, 0.42 mol) was added slowly and dropwise with continuous stirring. After the dropwise addition, the reaction mixture was heated to reflux for 2 hours and subsequently cooled to room temperature. The solvent was removed by concentration under reduced pressure to afford methyl (2S)-2-aminobutyrate (31.87 g, 99.3% yield) as a white solid. | [References]
[1] Patent: EP2481739, 2012, A1. Location in patent: Page/Page column 78
[2] Patent: US2012/184543, 2012, A1. Location in patent: Page/Page column 79
[3] Patent: WO2009/23655, 2009, A1. Location in patent: Page/Page column 53
[4] Journal of the American Chemical Society, 1991, vol. 113, # 11, p. 4297 - 4303
[5] Justus Liebigs Annalen der Chemie, 1961, vol. 649, p. 183 - 202 |
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