L-4-Nitrophenylalanine methyl ester hydrochloride Chemical Properties

Melting point:

210-214 °C

storage temp. 

Inert atmosphere,Room Temperature

solubility 

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.

form 

powder to crystal

color 

White to Light yellow

optical activity

20.9° (c=1.0 g/100ml, ETOH)

BRN 

5176380

CAS DataBase Reference

17193-40-7(CAS DataBase Reference)

Safety Information

Risk Statements 

22-43-36

Safety Statements 

22-36/37-24/25

RIDADR 

2811

WGK Germany 

3

HazardClass 

6.1

PackingGroup 

III

HS Code 

29225090

MSDS

• Language:English Provider:L-4-Nitrophenylalanine methyl ester hydrochloride
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

L-4-Nitrophenylalanine methyl ester hydrochloride Usage And Synthesis

Chemical Properties

White solid

Uses

4-Nitro-L-Phenylalanine Methyl Ester Hydrochloride, is an intermediate in the synthesis of various pharmaceutical compounds. It can be used for the preparation of Matijing-Su derivatives as potent anti-HBV agents.

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

Thionyl chloride (1.03 mL, 14.2 mmol) was slowly added dropwise to a suspension of (S)-2-amino-3-(4-nitrophenyl)propionic acid (0.995 g, 4.73 mmol) dissolved in 10 mL of methanol at 0 °C. After the dropwise addition, the reaction system was gradually warmed up to room temperature. Subsequently, the reaction mixture was heated to reflux the reaction overnight. Upon completion of the reaction, the reaction solution was concentrated by distillation under reduced pressure. The crude product was purified by recrystallization using a mixed solvent of methanol/ethyl acetate, and finally 1.012 g of (S)-4-nitrophenylalanine methyl ester hydrochloride was obtained in 95% yield.

References

[1] Organic and Biomolecular Chemistry, 2014, vol. 12, # 22, p. 3686 - 3700
[2] Journal of Medicinal Chemistry, 1995, vol. 38, # 18, p. 3566 - 3580
[3] Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 17, p. 5407 - 5413
[4] Chemistry - A European Journal, 2017, vol. 23, # 24, p. 5824 - 5829
[5] New Journal of Chemistry, 2017, vol. 41, # 23, p. 14723 - 14729

L-4-Nitrophenylalanine methyl ester hydrochloride(17193-40-7)Related Product Information

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