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(S)-Methyl 2-aminobutanoate

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(S)-Methyl 2-aminobutanoate Basic information
Product Name:(S)-Methyl 2-aminobutanoate
Synonyms:Levetiracetam Impurity J;H-Abu-OMe;(S)-Methyl 2-aminobutanoate;ethyl (S)-2-aminobutanoate hydrochlori;Butanoic acid,2-amino-, methyl ester, (2S)-;Levetiracetam Impurity 14;(S)-2-aminobutyric acid methyl ester;Levetiracetam-10
CAS:15399-22-1
MF:C5H11NO2
MW:117.15
EINECS:
Product Categories:
Mol File:15399-22-1.mol
(S)-Methyl 2-aminobutanoate Structure
(S)-Methyl 2-aminobutanoate Chemical Properties
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
pka7.89±0.29(Predicted)
Safety Information
HS Code 2922498590
MSDS Information
(S)-Methyl 2-aminobutanoate Usage And Synthesis
UsesMethyl (2S)-2-Aminobutanoate is a general chemical reagent used in the synthesis of methylsulphonamide based small molecule legumain inhibitors.
Synthesis
Methanol

67-56-1

L(+)-2-Aminobutyric acid

1492-24-6

2-aminobutyric acid methyl ester

2483-62-7

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
(S)-Methyl 2-aminobutanoate Preparation Products And Raw materials
Raw materialsMethanol-->L(+)-2-Aminobutyric acid
Tag:(S)-Methyl 2-aminobutanoate(15399-22-1) Related Product Information
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