| Identification | Back Directory | [Name]
D-Glutamic acid 1-tert-butyl ester | [CAS]
25456-76-2 | [Synonyms]
H-D-Glu-OtBu H-D-GLU-OTBU HCL REF DUPL: H-D-Glu-OtBu D-GLUTAMIC ACID-OTBU HCL D-Glutamine t-butyl ester D-Glutamic acid 1-tert-butyl ester D-Glutamicacid1-tert-butylester,98% D-Glutamic acid alpha-tert-butyl ester D-Glutamic acid, 1-(1,1-dimethylethyl) ester D-Glutamic acid 1-tert-butyl ester USP/EP/BP (R)-4-amino-5-tert-butoxy-5-oxopentanoic acid (4R)-4-amino-5-(tert-butoxy)-5-oxopentanoic acid D-GLUTAMIC ACID ALPHA-T-BUTYL ESTER HYDROCHLORIDE (4R)-4-amino-5-[(2-methylpropan-2-yl)oxy]-5-oxopentanoicaci (4R)-4-amino-5-[(2-methylpropan-2-yl)oxy]-5-oxopentanoic acid | [Molecular Formula]
C9H17NO4 | [MDL Number]
MFCD00237064 | [MOL File]
25456-76-2.mol | [Molecular Weight]
203.24 |
| Chemical Properties | Back Directory | [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) | [form ]
Powder | [pka]
4.22±0.10(Predicted) | [color ]
White | [Optical Rotation]
Consistent with structure | [Water Solubility ]
Slightly soluble in water. |
| Hazard Information | Back Directory | [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 |
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