D-Glutamic acid 1-tert-butyl ester Chemical Properties

Melting point:

144 - 146oC

Boiling point:

326.8±32.0 °C(Predicted)

Density 

1.133

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

solubility 

Methanol (Slightly), Water (Slightly)

pka

4.22±0.10(Predicted)

form 

Powder

color 

White

optical activity

Consistent with structure

Water Solubility 

Slightly soluble in water.

D-Glutamic acid 1-tert-butyl ester Usage And Synthesis

Uses

D-Glutamic acid 1-tert-butyl ester, is an aminoacid which is widely used in pharmaceutical and food industry. It is also used as a pharmaceutical intermediate. It is also an important organic intermediate.

Definition

ChEBI: (R)-4-Amino-5-(tert-butoxy)-5-oxopentanoic acid is a glutamic acid derivative.

Synthesis

Example 1: Synthesis of Di-tert-butyl Glutamate 10 g (68 mmol) of 2-aminoglutaric acid (glutamic acid) was suspended in 290 mL of tert-butyl acetate, 16.6 mL (0.15 mol) of 60% perchloric acid solution was added, and the solution was shaken for about 15 minutes until completely dissolved. The reaction solution was left to react at room temperature for 5 days. After completion of the reaction, the mixture was cooled to -5 °C (ice/NaCl bath) and extracted (4 times) with 0.5 N hydrochloric acid solution. The aqueous phase was neutralized to pH neutral with solid sodium carbonate and subsequently extracted with ether (6 times). All organic phases were combined, washed with saturated aqueous sodium bicarbonate solution (2 times), dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give 3.5 g (20% yield) of di-tert-butyl glutamate, the product was a light yellow liquid.

References

[1] Patent: US5387707, 1995, A

D-Glutamic acid 1-tert-butyl ester(25456-76-2)Related Product Information

• Tris(trimethylsilyl)phosphate
• tert-Butyl bromoacetate
• tert-Butyl carbazate
• 2-Butoxyethanol
• tert-Butyl acrylate
• Buprofezin
• D(-)-Glutamic acid
• tert-Butanol
• tert-Butyl acetoacetate
• tert-Butyl acetate
• Methyl acrylate
• Diethyl phthalate
• Butyl acetate
• Butyl acrylate
• Glutamic acid
• t-butyl chloroformate
• H-D-GLU(OTBU)-OTBU HCL
• N-α-Fmoc-L-glutamic acid α-tert butyl ester,FMOC-L-GLUTAMIC ACID 1-TERT-BUTYL ESTER