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H-4-NITRO-PHE-OET HCL

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H-4-NITRO-PHE-OET HCL Basic information

Product Name:
H-4-NITRO-PHE-OET HCL
Synonyms:
  • P-NITRO-L-PHENYLALANINE ETHYL ESTER HYDROCHLORIDE
  • ETHYL (S)-2-AMINO-3-(4-NITROPHENYL)PROPANOIATE
  • H-PHE(4-NO2)-OET HCL
  • H-4-NITRO-PHE-OET HCL
  • 4-NITRO-L-PHENYLALANINE ETHYL ESTER HYDROCHLORIDE
  • ethyl 4-nitro-3-phenyl-L-alaninate monohydrochloride
  • 3-(4-NITRO-PHENYL)-L-ALANINE ETHYL ESTER HCL
  • p-Nitrophenylalanine ethyl ester hydrochloride
CAS:
58816-66-3
MF:
C11H15ClN2O4
MW:
274.7
EINECS:
261-455-0
Product Categories:
  • Phenylalanine [Phe, F]
Mol File:
58816-66-3.mol
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H-4-NITRO-PHE-OET HCL Chemical Properties

Melting point:
177-180 °C
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
solubility 
DMSO:PBS (pH 7.2) (1:3): 0.25mg/mL
form 
A crystalline solid
color 
White to off-white
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H-4-NITRO-PHE-OET HCL Usage And Synthesis

Uses

3-(4-Nitro-phenyl)-L-alanine ethyl ester hydrochloride is an alanine derivative[1].

Synthesis

949-99-5

58816-66-3

Thionyl chloride (21 mL, 0.29 mol) was slowly added dropwise to 500 mL of anhydrous ethanol at 0 °C and under nitrogen protection for a controlled time of 5 min. After the dropwise addition, the clarified reaction solution was continued to be stirred at 0 °C for 10 min, and then brought to room temperature and stirred for 30 min. A one-time addition of 4-nitro-L-phenylalanine (50.2 g, 0.24 mol) was added to the reaction system and the mixture was heated to reflux overnight. Upon completion of the reaction, the mixture was concentrated under reduced pressure to afford ethyl (S)-2-amino-3-(4-nitrophenyl)propionate hydrochloride (60 g, 92% yield) as a white solid. The product was characterized by 1H NMR (400 MHz, CD3OD): δ 8.21 (d, 2H), 7.54 (d, 2H), 4.39 (dd, 1H), 4.22 (q, 2H), 3.24-3.40 (m, 2H), 1.22 (t, 3H).

References

[1] Luckose F, et al. Effects of amino acid derivatives on physical, mental, and physiological activities. Crit Rev Food Sci Nutr. 2015;55(13):1793-1144. DOI:10.1080/10408398.2012.708368

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