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L-Glutamic acid alpha-benzyl ester

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L-Glutamic acid alpha-benzyl ester Basic information

Product Name:
L-Glutamic acid alpha-benzyl ester
Synonyms:
  • A-BENZYL-L-GLUTAMATE
  • L-GLUTAMIC ACID ALPHA-BENZYL ESTER
  • L-ALPHA-BENZYL GLUTAMATE
  • H-GLU-OBZL
  • GLUTAMIC ACID-OBZL
  • H-L-Glu-OBzl
  • L-GLUTAMIC ACID-A-BENZYLESTER
  • 1-benzyl l-glutamate
CAS:
13030-09-6
MF:
C12H15NO4
MW:
237.25
Product Categories:
  • Glutamic acid [Glu, E]
  • Amino Acids and Derivatives
  • Amino Acid Benzyl Esters
  • Amino Acids (C-Protected)
  • Amino Acid Derivatives
  • Amino Acids
  • Biochemistry
  • Amino Acid Derivatives
Mol File:
13030-09-6.mol
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L-Glutamic acid alpha-benzyl ester Chemical Properties

Melting point:
157 °C
Boiling point:
416.0±40.0 °C(Predicted)
Density 
1.245±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
pka
4.21±0.10(Predicted)
form 
powder to crystal
color 
White to Almost white
InChI
InChI=1S/C12H15NO4/c13-10(6-7-11(14)15)12(16)17-8-9-4-2-1-3-5-9/h1-5,10H,6-8,13H2,(H,14,15)/t10-/m0/s1
InChIKey
HFZKKJHBHCZXTQ-JTQLQIEISA-N
SMILES
C(OCC1=CC=CC=C1)(=O)[C@H](CCC(O)=O)N
CAS DataBase Reference
13030-09-6(CAS DataBase Reference)
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Safety Information

HS Code 
2922.42.5000
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L-Glutamic acid alpha-benzyl ester Usage And Synthesis

Chemical Properties

White solid

Uses

H-Glu-Obzl is a glutamic acid derivative[1].

Synthesis

56-86-0

100-51-6

1676-73-9

13030-09-6

The general procedure for the synthesis of L-glutamic acid-5-benzyl ester and (S)-4-amino-5-(benzyloxy)-5-oxopentanoic acid from L-glutamic acid and benzyl alcohol was as follows: under typical reaction conditions, 6.8 mmol L-glutamic acid, 10.2 mmol benzyl alcohol (the molar ratio of L-glutamic acid to benzyl alcohol was 1:1.5), and 0.68 mmol CuCl2 were added to a 50 mL single-necked reaction flask. The reaction mixture was stirred at 60 °C for 2 hours. Upon completion of the reaction, the reaction mixture was cooled to room temperature, followed by subsequent analysis.

References

[1] Luckose F, et al. Effects of amino acid derivatives on physical, mental, and physiological activities. Crit Rev Food Sci Nutr. 2015;55(13):1793-1144. DOI:10.1080/10408398.2012.708368

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