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L-Alanine Isopropyl Ester

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L-Alanine Isopropyl Ester Basic information

Product Name:
L-Alanine Isopropyl Ester
Synonyms:
  • H-ALA-OIPR HCL
  • H-Ala-OiPro.HCl
  • L-Alanine, 1-methylethyl ester (9CI)
  • H-ALA-OIPHCL
  • 2-Aminopropionic acid isopropyl ester hydrochloride
  • (S)-isopropyl 2-aminopropanoate hydrochloride
  • L-Alanine, 1-Methylethyl ester
  • H-Ala-OiPr.HCl 98%
CAS:
39825-33-7
MF:
C6H13NO2
MW:
131.17
Product Categories:
  • Amino Acids Derivatives
  • GLYCINESCAFFOLD
  • Alanine [Ala, A]
  • Amino Acids and Derivatives
Mol File:
39825-33-7.mol
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L-Alanine Isopropyl Ester Chemical Properties

Melting point:
88-91oC
Boiling point:
145.7±13.0 °C(Predicted)
Density 
0.968±0.06 g/cm3(Predicted)
storage temp. 
Store at 0-5°C
solubility 
DMSO (Slightly), Methanol (Slightly)
pka
8.11±0.29(Predicted)
form 
Solid
color 
White
Stability:
Very Hygroscopic
InChI
InChI=1S/C6H13NO2/c1-4(2)9-6(8)5(3)7/h4-5H,7H2,1-3H3/t5-/m0/s1
InChIKey
QDQVXVRZVCTVHE-YFKPBYRVSA-N
SMILES
C(OC(C)C)(=O)[C@H](C)N
CAS DataBase Reference
39825-33-7(CAS DataBase Reference)
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L-Alanine Isopropyl Ester Usage And Synthesis

Uses

(S)-Isopropyl-2-aminopropanoate Hydrochloride, is a chemical reagent used in the synthesis of anti-HCV prodrugs based on imidazotriazine and pyrrolotriazine molecules.

Synthesis

56-41-7

67-63-0

39825-33-7

Sulfoxide chloride (SOCl2, 29 mL, 400 mmol) was slowly added dropwise to a mixture of L-alanine hydrochloride (17.8 g, 200 mmol) suspended in isopropanol (700 mL) at 0 °C. Subsequently, the reaction mixture was continuously stirred at room temperature overnight. Upon completion of the reaction, the solvent was removed by concentration under reduced pressure to afford the target product isopropyl (S)-2-aminopropionate (29.2 g, 87% yield).

References

[1] Patent: WO2015/56213, 2015, A1. Location in patent: Page/Page column 66
[2] Synthetic Communications, 2014, vol. 44, # 16, p. 2386 - 2392
[3] Journal of Molecular Structure, 2013, vol. 1041, p. 68 - 72
[4] Analytical Chemistry, 1991, vol. 63, # 4, p. 370 - 374
[5] Analytical Chemistry, 1997, vol. 69, # 5, p. 926 - 929

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