63024-26-0

Basic information

• Product Name: L-4-CHLOROPHENYLALANINE METHYL ESTER HCL
• Synonyms: P-CHLOROPHENYLALANINE METHYLESTER HYDROCHLORIDE;METHYL 4-CHLORO-L-PHENYLALANINATE HYDROCHLORIDE;L-4-CHLOROPHENYLALANINE METHYL ESTER HCL;Methyl 4-chloro-L-phenylalaninate;METHYL (2S)-2-AMINO-3-(4-CHLOROPHENYL)PROPANOATE HCL;L-3-(2-Naphthyl)alanine methyl ester hydrochloride
• CAS NO: 63024-26-0
• Molecular Formula: C₁₄H₁₅NO₂*ClH
• Molecular Weight: 250.12
• Mol File: 63024-26-0.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: L-4-CHLOROPHENYLALANINE METHYL ESTER HCL(CAS DataBase Reference)
• NIST Chemistry Reference: L-4-CHLOROPHENYLALANINE METHYL ESTER HCL(63024-26-0)
• EPA Substance Registry System: L-4-CHLOROPHENYLALANINE METHYL ESTER HCL(63024-26-0)

Safety Data

• Hazardous Substances Data: 63024-26-0(Hazardous Substances Data)

Usage

General Description

L-4-Chlorophenylalanine methyl ester HCL is a chemical compound that contains the amino acid phenylalanine with a chlorine substitution at the 4-position. L-4-CHLOROPHENYLALANINE METHYL ESTER HCL is commonly used in research and pharmaceutical settings as a precursor for the synthesis of various pharmaceuticals, as well as a tool for studying neurotransmitter regulation and metabolism. The addition of the methyl ester and the hydrochloride salt form provides stability and solubility in aqueous solutions, making it suitable for a wide range of laboratory applications. L-4-CHLOROPHENYLALANINE METHYL ESTER HCL may also have potential therapeutic applications in the treatment of certain neurological disorders, although further research is needed to explore its full potential.

Upstream product

• 67-56-1 methanol 
• 6960-34-5 L-3-(2-naphthyl)alanine 
• 37447-33-9 acetylamino-[2]naphthylmethyl-malonic acid diethyl ester 
• 37439-99-9 (S)-N-acetyl-3-(2-naphthyl)alanine 
• 136015-50-4 2-Acetylamino-2-naphthalen-2-ylmethyl-malonic acid monoethyl ester 
• 172214-89-0 2-Acetylamino-3-naphthalen-2-yl-propionic acid ethyl ester 
• 939-26-4 2-bromomethylnaphthyl bromide 
• 7647-01-0 hydrogenchloride 
• 176896-73-4 methyl (S)-2-[(tert-butoxycarbonyl)amino]-3-(naphthalen-2-yl)propanoate 
• 56583-58-5 N-tert-butoxycarbonyl-3-(2-naphthyl)-L-alanine 

Downstream Products

• 105426-00-4 N-benzyloxycarbonyl-L-naphthylalanyl-L-naphthylalanine methyl ester 
• 449728-98-7 (S)-2-(7-benzyloxycarbamoyl-heptanoylamino)-3-naphthalen-2-yl-propionic acid methyl ester 
• 702691-28-9 C₃₅H₃₉N₃O₅ 
• 208254-75-5 N-[N-(3,5-difluorophenylacetyl)-L-alaninyl]-(S)-2-amino-3-(2-naphthyl)propionate methyl ester 
• 1194235-07-8 (S)-methyl 3-(naphthalen-2-yl)-2-((S)-3-phenyl-2-(pyrazine-2-carboxamido)-propanamido) propanoate 
• 1207325-95-8 C₂₅H₂₅NO₃ 
• 65365-16-4 L-N-benzyloxycarbonyl-3-(2-naphthyl)alanine 

Relevant articles and documents

Peptide-Catalyzed Fragment Couplings that Form Axially Chiral Non-C2-Symmetric Biaryls

We have demonstrated that small, modular, tetrameric peptides featuring the Lewis-basic residue β-dimethylaminoalanine (Dmaa) are capable of atroposelectively coupling naphthols and ester-bearing quinones to yield non-C2-symmetric BINOL-type scaffolds with good yields and enantioselectivity. The study culminates in the asymmetric synthesis of backbone-substituted scaffolds similar to 3,3′-disubstituted BINOLs, such as (R)-TRIP, with good (94:6 e.r.) to excellent (>99.9:0.1 e.r.) enantioselectivity after recrystallization, and a diastereoselective net arylation of the minimally modified nonsteroidal anti-inflammatory drug (NSAID) naproxen.

Rhodium-Catalyzed Enantioselective Synthesis of Oxazinones via an Asymmetric Ring Opening-Lactonization Cascade of Oxabicyclic Alkenes

The rhodium-catalyzed asymmetric ring opening reaction of oxabicyclic alkenes is shown to be an efficient method for synthesizing chiral heterocycles. We demonstrate that the pairwise combination of chiral catalyst with chiral amino-acid-derived pronucleophiles results in a stereodivergent synthesis of diastereomeric hydroxyesters. A favorable conformational preference induces the subsequent lactonization of one diastereomer leading to the highly enantioselective synthesis of oxazinones.

Distal Stereocontrol Using Guanidinylated Peptides as Multifunctional Ligands: Desymmetrization of Diarylmethanes via Ullman Cross-Coupling

We report the development of a new class of guanidine-containing peptides as multifunctional ligands for transition-metal catalysis and its application in the remote desymmetrization of diarylmethanes via copper-catalyzed Ullman cross-coupling. Through design of these peptides, high levels of enantioinduction and good isolated yields were achieved in the long-range asymmetric cross-coupling (up to 93:7 er and 76% yield) between aryl bromides and malonates. Our mechanistic studies suggest that distal stereocontrol is achieved through a Cs-bridged interaction between the Lewis-basic C-terminal carboxylate of the peptides with the distal arene of the substrate.