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H-Glu(OMe)-OtBu

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H-Glu(OMe)-OtBu Basic information

Product Name:
H-Glu(OMe)-OtBu
Synonyms:
  • (S)-1-tert-Butyl 5-methyl 2-aminopentanedioate
  • L-Glutamic acid, 1-(1,1-dimethylethyl) 5-methyl ester
  • 1-(tert-Butyl) 5-methyl L-glutamate
  • 1-O-tert-butyl5-O-methyl(2S)-2-aminopentanedioate
CAS:
79640-72-5
MF:
C10H19NO4
MW:
217.26
Mol File:
79640-72-5.mol
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H-Glu(OMe)-OtBu Chemical Properties

Boiling point:
268.8±25.0 °C(Predicted)
Density 
1.061±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
pka
6.85±0.35(Predicted)
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H-Glu(OMe)-OtBu Usage And Synthesis

Synthesis

540-88-5

3077-51-8

79640-72-5

GENERAL METHOD: Under vigorous stirring conditions, 82 mL of tert-butyl acetate was slowly added to 2.45 mL of 58% HClO4 solution containing 12.2 mmol of methyl ester 6 or 7 hydrochloride. The reaction mixture was stirred continuously at room temperature for 72 hours. Upon completion of the reaction, the mixture was slowly poured into a mixture of 270 mL of 10% Na2CO3 solution with 40 mL of Et2O that had been pre-cooled to 5°C. After separation of the organic phase, the aqueous phase was extracted with Et2O (2 x 70 mL) to recover the reaction product. All organic phases were combined and washed sequentially with 10% Na2CO3 solution (2 × 100 mL), dried over anhydrous Na2SO4 and subsequently concentrated under reduced pressure. The crude product was purified by fast column chromatography with the eluent CH2Cl2-MeOH (98:2, v/v).

References

[1] Russian Journal of Organic Chemistry, 2017, vol. 53, # 5, p. 769 - 776
[2] Zh. Org. Khim., 2017, vol. 53, # 5, p. 756 - 762,7
[3] Journal of Medicinal Chemistry, 1997, vol. 40, # 10, p. 1495 - 1510

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