17193-40-7

Basic information

• Product Name: L-4-Nitrophenylalanine methyl ester hydrochloride
• Synonyms: P-NITRO-PHENYLALANINE-OME HCL;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;p-Nitrophenylalanine methyl ester hydrochloride, Methyl 4-nitro-L-phenylalaninate hydrochloride
• CAS NO: 17193-40-7
• Molecular Formula: C₁₀H₁₂N₂O₄*ClH
• Molecular Weight: 260.67
• Product Categories: Phenylalanine [Phe, F]
• Mol File: 17193-40-7.mol
• Article Data: 38

Chemical Properties

• Melting Point: 210-214 °C
• Boiling Point: 360 °C at 760 mmHg
• Flash Point: 171.5 °C
• Appearance: /
• Vapor Pressure: 2.29E-05mmHg at 25°C
• Storage Temp.: 2-8°C
• BRN: 5176380
• CAS DataBase Reference: L-4-Nitrophenylalanine methyl ester hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: L-4-Nitrophenylalanine methyl ester hydrochloride(17193-40-7)
• EPA Substance Registry System: L-4-Nitrophenylalanine methyl ester hydrochloride(17193-40-7)

Safety Data

• Statements: 22-43-36
• Safety Statements: 22-36/37-24/25
• RIDADR: 2811
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 17193-40-7(Hazardous Substances Data)

Usage

Description

L-4-Nitrophenylalanine methyl ester hydrochloride is an organic compound that serves as an intermediate in the synthesis of various pharmaceutical compounds. It is a white solid with specific chemical properties that make it a valuable component in the development of certain medications.

Uses

Used in Pharmaceutical Synthesis:
L-4-Nitrophenylalanine methyl ester hydrochloride is used as an intermediate for the synthesis of pharmaceutical compounds. Its role in the production process is crucial for creating effective medications.
Used in Antiviral Applications:
Specifically, L-4-Nitrophenylalanine methyl ester hydrochloride is used as a key component in the preparation of Matijing-Su derivatives, which are potent anti-HBV (Hepatitis B Virus) agents. These derivatives have shown promise in combating the virus and providing potential treatment options for those affected by HBV.

InChI:InChI=1/C10H12N2O4.ClH/c1-16-10(13)9(11)6-7-2-4-8(5-3-7)12(14)15;/h2-5,9H,6,11H2,1H3;1H/t9-;/m0./s1

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 949-99-5 4-nitro-3-phenyl-L-alanine 
• 67-63-0 isopropyl alcohol 
• 67-56-1 methanol 
• 33305-77-0 Boc-Phe(p-NO₂)-OH 
• 63-91-2 L-phenylalanine 
• 1991-83-9 4-nitrophenylalanine 
• 100-11-8 1-bromomethyl-4-nitro-benzene 
• 20877-15-0 ethyl 2-acetylamino-2-cyano-3-(4-nitrophenyl)propanoate 
• 66693-69-4 2-amino-3-(4-nitrophenyl)propionic acid hydrochloride 
• 100-14-1 4-nitrobenzyl chloride 
• 7647-01-0 hydrogenchloride 

Downstream Products

• 220876-23-3 N-[(1-Phenylcyclopentyl)carbonyl]-4-amino-L-phenylalanine Methyl Ester 
• 188404-32-2 methyl (S)-N-butoxycarbonyl-4-nitrophenylalaninate 
• 220847-10-9 N-[(2-Chloro-6-methylphenyl)carbonyl]-4-nitro-L-phenylalanine methyl ester 
• 146884-09-5 (2S)-2-{[(1S)-2-ethoxy-1-methyl-2-oxoethyl]amino}-3-(4-nitrophenyl)propanoate 
• 1183364-47-7 N-(2,4-dinitrophenylsulfonyl)-p-nitro-L-phenylalanine methyl ester 
• 1312680-10-6 (S)-1-isopropyl-6-(4-nitrobenzyl)piperazine-2,5-dione 
• 1312680-08-2 methyl (S)-2-(isopropylamino)-3-(4-nitrophenyl)propanoate hydrochloride 
• 1391866-54-8 C₁₃H₁₂N₂O₅ 
• 1575603-81-4 butyl 2-acetylamino-3-(4-nitrophenyl)propanoate 
• 36097-39-9 (S)-methyl 2-acetamido-3-(4-nitrophenyl)propanoate 
• 88546-12-7 methyl (R)-2-acetamido-3-(4-nitrophenyl)propanoate 

Relevant articles and documents

Efficient Multikilogram Synthesis of a VLA-4 Antagonist via a Povarov Reaction

Herein we describe the practical synthesis of a novel VLA-4 antagonist 1 as a potential treatment for multiple sclerosis. The key step is based on the Povarov reaction of an imine with an alkene to access a tetrahydroquinoline intermediate, leading to the corresponding quinoline core after an oxidative aromatization step. The development of the synthesis of 1 led to decreased complexity and the elimination of chromatographic purifications. These improvements were demonstrated at scale by the production of 32 kg of 1 in high yield with excellent purity.

Tuning the reaction pathways of phenanthroline-Schiff bases: Routes to novel phenanthroline ligands

Pyrido-phenanthrolin-7-one compounds are structural analogues of the cytotoxic alkaloid, ascididemin, and would be expected to have interesting biological activities. Synthetic strategies are reported for a novel simple route to form this class of ligand. 1,10-Phenanthrolin-5,6-dione reacts with l-phenylalanine alkyl esters and their para-substituted analogues to form both a phenanthroline-oxazine and a pyrido-phenanthrolin-7-one product. The nature of the major product is dependent on the electronic properties of the para substituent. Successful metal coordination to the pyrido-phenanthrolin-7-one ligand is also presented.

Chiral GAP catalysts of phosphonylated imidazolidinones and their applications in asymmetric Diels-Alder and Friedel-Crafts reactions

The design and synthesis of recyclable imidazolidinone catalysts using GAP chemistry/technique was described. Their applications in asymmetric Diels-Alder and Friedel-Crafts reactions with α,β-unsaturated aldehydes resulted in excellent yields and higher enantioselectivities than previous processes. As recyclable small molecular catalysts, phosphonylated imidazolidinones can be recovered and reused for up to three runs without costing significant decrease in catalytic activity.