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L-Glutamic acid 5-tert-butyl ester

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Products Intro: Product Name:L-Glu(OtBu)-OH
CAS:2419-56-9
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CAS:2419-56-9
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Products Intro: Product Name:H-Glu(OtBu)-OH
CAS:2419-56-9
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L-Glutamic acid 5-tert-butyl ester manufacturers

  • H-L-Glu(OtBu)-OH
  • H-L-Glu(OtBu)-OH pictures
  • $0.00 / 1kg
  • 2026-04-03
  • CAS:2419-56-9
  • Min. Order: 1kg
  • Purity: 98%
  • Supply Ability: 1T+
L-Glutamic acid 5-tert-butyl ester Basic information
Product Name:L-Glutamic acid 5-tert-butyl ester
Synonyms:L-Glutamic acid γ-t.-butyl ester;Glu(OtBu)-OH;L-Glutamic acid γ-tert·butyl ester monohydrate;L-Glutamic acid 5-t-Butyl Ester;GLUTAMIC ACID GAMMA-T-BUTYL ESTER MONOHYDRATE;L-GLUTAMIC ACID-Y-T-BUTYL ESTER;L-GLUTAMIC ACID-Y-T-BUTYLESTER MONOHYDRATE;L-GLUTAMIC ACID .GAMMA.-TERT-BUTYL ESTER MONOHYDRATE
CAS:2419-56-9
MF:C9H17NO4
MW:203.24
EINECS:607-337-8
Product Categories:Amino Acids;Glutamic acid [Glu, E];Amino Acids and Derivatives;Amino Acid Derivatives;Glutamic Acid;Peptide Synthesis
Mol File:2419-56-9.mol
L-Glutamic acid 5-tert-butyl ester Structure
L-Glutamic acid 5-tert-butyl ester Chemical Properties
Melting point 182°C(lit.)
Boiling point 110 °C(Press: 0.05 Torr)
density 0.992 g/cm3
storage temp. 2-8°C
solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
pka2.20±0.10(Predicted)
form Solid
color White to Almost white
Water Solubility Sparingly soluble in water; practically insoluble in ethanol or ether.
BRN 2049031
Major Applicationpeptide synthesis
InChIInChI=1S/C9H17NO4/c1-9(2,3)14-7(11)5-4-6(10)8(12)13/h6H,4-5,10H2,1-3H3,(H,12,13)/t6-/m0/s1
InChIKeyOIOAKXPMBIZAHL-LURJTMIESA-N
SMILESC(O)(=O)[C@H](CCC(OC(C)(C)C)=O)N
CAS DataBase Reference2419-56-9(CAS DataBase Reference)
Safety Information
Risk Statements 22-24
Safety Statements 22-24/25-25
WGK Germany 3
HazardClass IRRITANT
HS Code 29224999
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
SigmaAldrich English
L-Glutamic acid 5-tert-butyl ester Usage And Synthesis
Chemical PropertiesWhite powder crystal
UsesL-Glutamic acid 5-tert-butyl ester is used as a fine chemical intermediate, pharmaceutical intermediate.
reaction suitabilityreaction type: solution phase peptide synthesis
Synthesis

In a 3000mL three-necked flask, 2324g of tert-butyl acetate and 73.5g of glutamic acid were added, stirred, and was added dropwise. 160.8 mL of perchloric acid, react for 48 hours at 10C, cool down to 0C, add 1000 mL of water, extract (the remaining tert-butyl acetate was used as solvent extraction), neutralized with Na2CO3 to pH=8 to 9, partitioned, and then extracted with 400 mL of 1% Na2CO3 aqueous solution was washed three times, and the tert-butyl acetate layer was concentrated under reduced pressure to give 42 g of Glu(OtBu)2 as an oil in 32.4% yield.

In a 1000 mL three-necked flask, 42 g of Glu(OtBu)2 was added, 400 mL of water and 11 g of CuCl2 were added, . The temperature was raised to 50 C and the reaction was carried out for 12 h to produce Cu[Glu(OtBu)]x (x=1-2); then it was lowered to room temperature and was added 19g tetramethylethylenediamine and 100mL dioxane, and then adjust the pH to 8~9 with triethylamine to produce L-glutamic acid-5-tert-butyl ester.

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