20989-19-9

Basic information

• Product Name: (S)-b-AMino-4-Methoxybenzenepropanol
• Synonyms: (S)-b-AMino-4-Methoxybenzenepropanol;(2S)-2-AMINO-3-(4-METHOXYPHENYL)PROPAN-1-OL
• CAS NO: 20989-19-9
• Molecular Formula: C₁₀H₁₅NO₂
• Molecular Weight: 181.2316
• Mol File: 20989-19-9.mol
• Article Data: 21

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (S)-b-AMino-4-Methoxybenzenepropanol(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-b-AMino-4-Methoxybenzenepropanol(20989-19-9)
• EPA Substance Registry System: (S)-b-AMino-4-Methoxybenzenepropanol(20989-19-9)

Safety Data

• Hazardous Substances Data: 20989-19-9(Hazardous Substances Data)

Usage

Description

(S)-b-Amino-4-Methoxybenzenepropanol, an organic compound with the molecular formula C10H15NO2 and a molecular weight of 181.23 g/mol, belongs to the class of β-amino alcohols. It features a unique structure that holds promise for a variety of applications, particularly in the pharmaceutical and chemical industries.

Uses

Used in Pharmaceutical Synthesis:
(S)-b-Amino-4-Methoxybenzenepropanol is used as an intermediate in the synthesis of pharmaceuticals for its potential role in the development of new drugs. Its unique structure allows it to be a key component in creating various medicinal compounds.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, (S)-b-Amino-4-Methoxybenzenepropanol is utilized as a building block for designing and creating novel drug candidates. Its properties make it a valuable asset in the research and development of pharmaceuticals.
Used in Chemical Processes:
(S)-b-Amino-4-Methoxybenzenepropanol is also employed in various chemical processes due to its distinctive structural and chemical characteristics, which can contribute to the advancement of different chemical technologies and products.
Used in Research and Development:
(S)-b-AMino-4-Methoxybenzenepropanol is an important tool in research and development, where it can be used to study the effects of different chemical modifications and to test new synthetic pathways for creating complex organic molecules.

Upstream product

• 86886-42-2 N-(1-hydroxy-3-(4-methoxyphenyl)propan-2-yl)acetamide 
• 70529-51-0 ethyl 2-acetamido-3-(4-methoxyphenyl)propanoate 
• 142847-18-5 N-(tert-butoxycarbonyl)tyrosine 
• 141895-35-4 2-((tert-butoxycarbonyl)amino)-3-(4-methoxyphenyl)propanoic acid 
• 556-02-5 ?Tyr 
• 7635-29-2 O-methyl tyrosine 
• 6230-11-1 O-Methyltyrosine 
• 126395-29-7 [(S)-2-hydroxy-1-(4-methoxybenzyl)ethyl]carbamic acid tert-butyl ester 
• 115424-05-0 (S)-benzyl (1-hydroxy-3-(4-methoxyphenyl)propan-2-yl)carbamate 
• 361520-05-0 (S)-2-[(methoxycarbonyl)amino]-3-(4-methoxyphenyl) propan-1-ol 
• 17355-19-0 methyl (S)-2-amino-3-(4-methoxyphenyl)propionate 
• 121778-71-0 (S)-2-(benzyloxycarbonylamino)-3-(4-methoxyphenyl)-1-propionic acid methyl ester 
• 17554-34-6 (2S)-2-[(benzyloxycarbonyl)amino]-3-(4-methoxyphenyl)propanoic acid 
• 13512-31-7 N-(benzyloxycarbonyl)-L-tyrosine methyl ester 

Downstream Products

• 126383-86-6 (S)-2-Amino-3-(3-bromo-4-methoxy-phenyl)-propan-1-ol 
• 333999-50-1 (S)-2-{(S)-1-[N-(4-methylphenyl)sulfonylamino]-2-(4-hydroxyphenyl)ethyl}-4-(4-methoxybenzyl)-2-oxazoline 
• 344359-42-8 2-[1-hydroxymethyl-2-(4-methoxy-phenyl)-ethylamino]-1-(3-hydroxy-phenyl)-ethanone 
• 344359-43-9 2-[1-hydroxymethyl-2-(4-methoxy-phenyl)-ethylamino]-1-(3-methoxy-phenyl)-ethanone 
• 344359-40-6 2-[1-hydroxymethyl-2-(4-methoxy-phenyl)-ethylamino]-1-phenyl-ethanone 
• 439296-18-1 (R)-2-Azido-N-[(S)-1-hydroxymethyl-2-(4-methoxy-phenyl)-ethyl]-3-phenyl-propionamide 
• 439296-19-2 (S)-2-Azido-3-phenyl-propionic acid (S)-2-((R)-2-azido-3-phenyl-propionylamino)-3-(4-methoxy-phenyl)-propyl ester 
• 248279-36-9 (S)-1-[(tert-butyldimethylsilyl)oxy]-3-(4-methoxyphenyl)-2-propylamine 
• 915027-03-1 (S)-2-(4-methoxy-8-oxo-1-azaspiro[4.5]dec-3-en-1-yl)-3-(4-methoxyphenyl)propanal 
• 915027-09-7 (S)-1-[2-hydroxy-1-(4-methoxybenzyl)ethyl]-4-methoxy-1-azaspiro[4.5]dec-3-ene-8-one 
• 915027-11-1 (5S,6R,7R,11S)-6-hydroxy-1-methoxy-5-(4-methoxybenzyl)-6,7,9,10-tetrahydro-3H-7,10a-methanopyrrolo[1,2-a]azocine-8(5H)-one 

Relevant articles and documents

Chemical and Genetic Studies on the Formation of Pyrrolones During the Biosynthesis of Cytochalasans

A key step during the biosynthesis of cytochalasans is a proposed Knoevenagel condensation to form the pyrrolone core, enabling the subsequent 4+2 cycloaddition reaction that results in the characteristic octahydroisoindolone motif of all cytochalasans. In this work, we investigate the role of the highly conserved α,β-hydrolase enzymes PyiE and ORFZ during the biosynthesis of pyrichalasin H and the ACE1 metabolite, respectively, using gene knockout and complementation techniques. Using synthetic aldehyde models we demonstrate that the Knoevenagel condensation proceeds spontaneously but results in the 1,3-dihydro-2H-pyrrol-2-one tautomer, rather than the required 1,5-dihydro-2H-pyrrol-2-one tautomer. Taken together our results suggest that the α,β-hydrolase enzymes are essential for first ring cyclisation, but the precise nature of the intermediates remains to be determined.

Synthesis of Water-Soluble Chiral DOTA Lanthanide Complexes with Predominantly Twisted Square Antiprism Isomers and Circularly Polarized Luminescence

One-step cyclization of a tetraazamacrocycle 5 with 70% yield in a 25-g scale was performed. Its chiral DOTA derivatives, L4, has ?93% of TSAP coordination isomer in its Eu(III) and Yb(III) complexes in aqueous solution. [GdL4]5- exhibits a high relaxivity, making it a promising and efficient MRI contrast agent. High luminescence dissymmetry factor (glum) values of 0.285 (ΔJ = 1) for [TbL3]- and 0.241 (ΔJ = 1) for [TbL4]5- in buffer solutions were recorded.

Chiral ethylene-bridged flavinium salts: the stereoselectivity of flavin-10a-hydroperoxide formation and the effect of substitution on the photochemical properties

A series of chiral non-racemic N1,N10-ethylene bridged flavinium salts 4 was prepared using enantiomerically pure 2-substituted 2-aminoethanols (R = isopropyl, phenyl, benzyl, 4-methoxybenzyl, 4-benzyloxybenzyl) derived from amino acids as the sole source of chirality. The flavinium salts were shown to form 10a-hydroperoxy- and 10a-methoxy-adducts with moderate to high diastereoselectivity depending on the ethylene bridge substituent originating from the starting amino acid. High diastereoselectivities (dr values from 80:20 to >95:5) were observed for flavinium salts bearing benzyl substituents attached to the ethylene bridge. The benzyl group preferred the face-to-face (syn) orientation relative to the flavinium unit; thereby effectively preventing nucleophilic attack from one side. This conformation was found to be the most stable according to the DFT calculations. Consequently, the presence of benzyl groups causes intermolecular fluorescence quenching resulting in a significant decrease in the fluorescence quantum yield from 11% for 4a bearing an isopropyl substituent to 0.3% for 4c containing a benzyl group and to a value lower than 0.1% for the benzyloxybenzyl derivative 4e.