Identification | More | [Name]
L-4-Nitrophenylalanine methyl ester hydrochloride | [CAS]
17193-40-7 | [Synonyms]
4-NITRO-L-PHENYLALANINE METHYL ESTER HYDROCHLORIDE H-PHE(4-NO2)-OME HCL H-PHE(P-NO2)-OME HCL H-P-NITRO-PHE-OME HCL L-4-NITROPHENYLALANINE METHYL ESTER HCL METHYL 4-NITRO-L-PHENYLALANINATE HYDROCHLORIDE METHYL (S)-2-AMINO-3-(4-NITROPHENYL)PROPANOIATE HYDROCHLORIDE P-NITRO-L-PHENYLALANINE METHYL ESTER HCL P-NITRO-L-PHENYLALANINE METHYL ESTER HYDROCHLORIDE P-NITROPHENYLALANINE METHYL ESTER HYDROCHLORIDE P-NITRO-PHENYLALANINE-OME HCL (S)-(+)-4-NITROPHENYLALANINE METHYL ESTER HYDROCHLORIDE (S)-4-NITROPHENYLALANINE METHYL ESTER HYDROCHLORIDE (S)-ALFA-AMINO-4-NITRO BENZENEPROPANOIC ACID METHYL ESTER HYDROCHLORIDE 3-(4-Nitrophenyl)-L-alanine methylester hydrochloride 4-Nitro-L-Phenylalanine Methyl Ester HCl (S)-Methyl-4-Nitro Phenyl Alaninate hydrochloride 4-Nitro-L-Phenylalanine methyl ester monohydrochloride 4-NO2-Phe-oMe.HCL L-4-Nitrophenylalanine methyl ester hydrochloride | [Molecular Formula]
C10H13ClN2O4 | [MDL Number]
MFCD00135754 | [Molecular Weight]
260.67 | [MOL File]
17193-40-7.mol |
Safety Data | Back Directory | [Risk Statements ]
R22:Harmful if swallowed. | [Safety Statements ]
S22:Do not breathe dust . S36/37:Wear suitable protective clothing and gloves . | [RIDADR ]
2811 | [WGK Germany ]
3
| [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29225090 |
Hazard Information | Back Directory | [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 |
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