| Identification | More | [Name]
L-Glutamic acid alpha-benzyl ester | [CAS]
13030-09-6 | [Synonyms]
A-BENZYL-L-GLUTAMATE
GLUTAMIC ACID-OBZL
H-GLU-OBZL
L-ALPHA-BENZYL GLUTAMATE
L-GLUTAMIC ACID ALPHA-BENZYL ESTER
1-benzyl l-glutamate
l-glutamic acid 1-benzyl ester
H-L-Glu-OBzl
L-GLUTAMIC ACID-A-BENZYLESTER
L-Glutamic acid hydrogen 1-benzyl ester
H-Glu-OBzl (L-Glutamic acid-benzyl ester) | [Molecular Formula]
C12H15NO4 | [MDL Number]
MFCD00037312 | [Molecular Weight]
237.25 | [MOL File]
13030-09-6.mol |
| Chemical Properties | Back Directory | [Melting point ]
157 °C | [Boiling point ]
416.0±40.0 °C(Predicted) | [density ]
1.245±0.06 g/cm3(Predicted) | [storage temp. ]
-15°C | [form ]
powder to crystal | [pka]
4.21±0.10(Predicted) | [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) |
| Hazard Information | Back Directory | [Chemical Properties]
White solid | [Uses]
H-Glu-Obzl is a glutamic acid derivative[1]. | [Synthesis]
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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