111321-55-2

Basic information

• Product Name: (R)-1-(methylaminocarbonyl)-3-phenylpropanaminium chloride
• Synonyms: (R)-1-(methylaminocarbonyl)-3-phenylpropanaminium chloride
• CAS NO: 111321-55-2
• Molecular Weight: 214.695
• Mol File: 111321-55-2.mol
• Article Data: 17

Chemical Properties

• CAS DataBase Reference: (R)-1-(methylaminocarbonyl)-3-phenylpropanaminium chloride(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-1-(methylaminocarbonyl)-3-phenylpropanaminium chloride(111321-55-2)
• EPA Substance Registry System: (R)-1-(methylaminocarbonyl)-3-phenylpropanaminium chloride(111321-55-2)

Safety Data

• Hazardous Substances Data: 111321-55-2(Hazardous Substances Data)

Usage

General Description

The chemical (R)-1-(methylaminocarbonyl)-3-phenylpropanaminium chloride is a quaternary ammonium compound that is commonly used as a pharmaceutical ingredient in the synthesis of certain drugs. It is a white crystalline powder with a molecular formula of C11H17NO2Cl, and it is typically administered in the form of a salt, such as the chloride salt. (R)-1-(methylaminocarbonyl)-3-phenylpropanaminium chloride has properties that make it suitable for use as a cholinergic agent, meaning it can affect the neurotransmitter acetylcholine in the nervous system. It is also known to have antimuscarinic and antispasmodic effects, and it has been studied for its potential in the treatment of various medical conditions, including urinary incontinence and muscle spasms. Additionally, this compound is used in research and development for its potential therapeutic applications.

Upstream product

• 18942-49-9 Boc-D-Phe-OH 
• 13033-84-6 D-phenylalanine methyl ester hydrochloride 
• 74-89-5 methylamine 
• 111258-71-0 N-Boc-D-phenylalanine-N-methylamide 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 109522-21-6 N-(t-butoxycarbonyl)-L-phenylalanine methylamide 
• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 

Downstream Products

• 200866-05-3 (R)-5-Methyl-3-((S)-1-methylcarbamoyl-2-phenyl-ethylcarbamoyl)-hexanoic acid methyl ester 
• 132278-63-8 (5S)-5-benzyl-2,2,3-trimethylimidazolidin-4-one 
• 1032400-91-1 (R)-3-((S)-1-(methylamino)-1-oxo-3-phenylpropan-2-ylcarbamoyl)-5-(4-(pyridin-3-yl)phenyl)pentanoic acid 
• 105469-00-9 (S)-N¹-methyl-3-phenylpropane-1,2-diamine 
• 145612-84-6 (9-Anthryl)CH₂CO-D-Pro-L-Phe-NHMe 

Relevant articles and documents

New strategies for organic catalysis: The first highly enantioselective organocatalytic diels - Alder reaction [16]

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Enantioselective Synthesis of 3-Arylquinazolin-4(3H)-ones via Peptide-Catalyzed Atroposelective Bromination

We report the development of a tertiary amine-containing β-turn peptide that catalyzes the atroposelective bromination of pharmaceutically relevant 3-arylquinazolin-4(3H)-ones (quinazolinones) with high levels of enantioinduction over a broad substrate scope. The structure of the free catalyst and the peptide-substrate complex were explored using X-ray crystallography and 2D-NOESY experiments. Quinazolinone rotational barriers about the chiral anilide axis were also studied using density functional theory calculations and are discussed in light of the high enantioselectivities observed. Mechanistic studies also suggest that the initial bromination event is stereodetermining, and the major monobromide intermediate is an atropisomerically stable, mono-ortho-substituted isomer. The observation of stereoisomerically stable monobromides stimulated the conversion of the tribromide products to other atropisomerically defined products of interest. For example, (1) a dehalogenation Suzuki-Miyaura cross-coupling sequence delivers ortho-arylated derivatives, and (2) a regioselective Buchwald-Hartwig amination procedure installs para-amine functionality. Stereochemical information was retained during these subsequent transformations.

New chiral zwitterionic phosphorus heterocycles: Synthesis, structure, properties and application as chiral solvating agents

A family of new chiral zwitterionic phosphorus-containing heterocycles (zPHC) have been derived from methylene-bridged bis(imidazolines). These structures were unambiguously determined, including single-crystal XRD analysis for two compounds. The stability, acid/base and electronic properties of these dipolar phosphorus heterocycles were subsequently investigated. zPHCs can be successfully employed as a new class of chiral solvating agents for the enantiodifferentiation of chiral carboxylic and sulfonic acids by NMR spectroscopy. The stoichiometry and binding constants for the donor-acceptor complexes formed were established by NMR titration methods. A convenient synthetic approach to a new class of chiral zwitterionic phosphorus-containing heterocycles starting from methylene-bridged bis(imidazolines) was designed and executed. Stability and properties of the synthesized compounds were investigated. The applicability of the designed compounds as chiral solvating agents for the determination of the enantiomeric excesses of chiral acids was demonstrated. Copyright