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gamma-Benzyl L-glutamate

gamma-Benzyl L-glutamate Basic information
Product Name:gamma-Benzyl L-glutamate
Synonyms:L-Glutamic acid &yuml-benzyl ester;GLUTAMIC ACID(OBZL)-OH;GLUTAMIC ACID-GAMMA-BENZYL ESTER;H-L-GLU(OBZL)-OH;H-L-GLU(BZL)-OH;H-GLU(OBZL)-OH;GLU(OBZL);GAMMA-BENZYL-L-GLUTAMATE
CAS:1676-73-9
MF:C12H15NO4
MW:237.25
EINECS:216-826-1
Product Categories:Glutamic acid [Glu, E];Amino Acids and Derivatives;Amino Acids Derivatives;AMINOACIDS DERIVATIVES;API intermediates;Amino Acids;amino acid
Mol File:1676-73-9.mol
gamma-Benzyl L-glutamate Structure
gamma-Benzyl L-glutamate Chemical Properties
Melting point 181-182 °C(lit.)
alpha 27.2 º (c=2, 1N HCL)
Boiling point 379.78°C (rough estimate)
density 1.2026 (rough estimate)
refractive index 1.5200 (estimate)
storage temp. 2-8°C
solubility Acetic Acid (Slightly), DMSO (Slightly, Heated), Methanol (Slightly, Heated)
pka2.20±0.10(Predicted)
form Powder
color White
optical activity[α]20/D +19±2°, c = 1% in acetic acid
BRN 1885646
CAS DataBase Reference1676-73-9(CAS DataBase Reference)
EPA Substance Registry SystemL-Glutamic acid, 5-(phenylmethyl) ester (1676-73-9)
Safety Information
Safety Statements 22-24/25
WGK Germany 3
TSCA Yes
HazardClass IRRITANT
HS Code 29224999
MSDS Information
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gamma-Benzyl L-glutamate Usage And Synthesis
Chemical Propertieswhite powder
UsesL-Glutamic acid γ-benzyl ester is commonly used in the synthesis of polymers for biological applications. Some of the examples are:
  • Synthesis of bioreducible block copolymers based on poly(ethylene glycol) and poly(γ-benzyl L-glutamate) for Intracellular drug delivery.
  • Synthesis of biodegradable poly(L-glutamic acid)-b-polylactide for magnetic resonance imaging (MRI)-visible drug delivery system.
  • Synthesis of pH and temperature-responsive diblock copolymers based on poly(L-glutamic acid).

Purification MethodsRecrystallise the ester from H2O and store it at 0o. [Estrin Biochemical Preparations 13 25 1971, Beilstein 6 IV 2538.]
gamma-Benzyl L-glutamate Preparation Products And Raw materials
Preparation ProductsCYCLO(-ALA-GLU)-->(S)-2-Hydroxy-pentanedioic Acid 5-(Phenylmethyl) Ester
H-GLU(OBZL)-OTBU HCL L-Glutamic acid dibenzyl ester 4-toluenesulfonate Z-GLU(OBZL)-ONP Benzyl butyrate Glutamate BOC-GLU(OBZL)-GLU(OBZL)-OH Benzyl chloride L-GLUTAMIC ACID-N-T-BOC, GAMMA-BENZYL ESTER (1,2-13C2) BOC-GLU(OBZL)-OSU BOC-N-ME-GLU(OBZL)-OH BOC-GLU(OBZL)-OME Boc-L-glutamic acid γ-benzyl ester N-carboxyanhydride Benzyl formate Benzyl chloroformate Benzyl (S)-2-Benzyloxycarbonylamino-pentanedioic acid 5-benzyl ester gamma-Benzyl L-glutamate Benzyl acetate
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