135701-58-5

Basic information

• Product Name: [(2,4-dimethoxyphenyl)methyl](2-methylpropyl)amine
• Synonyms: [(2,4-dimethoxyphenyl)methyl](2-methylpropyl)amine
• CAS NO: 135701-58-5
• Molecular Formula: C₁₃H₂₁NO₂
• Molecular Weight: 223.31134
• Mol File: 135701-58-5.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: [(2,4-dimethoxyphenyl)methyl](2-methylpropyl)amine(CAS DataBase Reference)
• NIST Chemistry Reference: [(2,4-dimethoxyphenyl)methyl](2-methylpropyl)amine(135701-58-5)
• EPA Substance Registry System: [(2,4-dimethoxyphenyl)methyl](2-methylpropyl)amine(135701-58-5)

Safety Data

• Hazardous Substances Data: 135701-58-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Applications:
[(2,4-dimethoxyphenyl)methyl](2-methylpropyl)amine is used as an active pharmaceutical ingredient for its potential therapeutic effects. [(2,4-dimethoxyphenyl)methyl](2-methylpropyl)amine's unique structure allows it to interact with various biological targets, making it a promising candidate for the development of new drugs.
Used in Research Applications:
In the field of research, [(2,4-dimethoxyphenyl)methyl](2-methylpropyl)amine serves as a valuable tool for studying the interactions between chemical compounds and biological systems. Its unique structure enables researchers to investigate various aspects of molecular recognition, binding affinity, and potential pharmacological effects.
Used in Chemical Synthesis:
[(2,4-dimethoxyphenyl)methyl](2-methylpropyl)amine can also be utilized as a building block or intermediate in the synthesis of more complex organic compounds. Its versatile structure allows for further functionalization and modification, making it a useful component in the development of novel molecules with specific applications in various industries.
Used in Analytical Chemistry:
[(2,4-dimethoxyphenyl)methyl](2-methylpropyl)amine can be employed as a reference material or standard in analytical chemistry for the calibration of instruments and the development of new analytical methods. Its well-defined structure and properties make it an ideal candidate for such applications, contributing to the advancement of chemical analysis techniques.

Upstream product

• 78-81-9 isobutylamine 
• 613-45-6 2,4-Dimethoxybenzaldehyde 

Downstream Products

• 135679-68-4 (2,4-Dimethoxy-benzyl)-(5,5-dimethyl-hex-3-ynyl)-isobutyl-amine 
• 1120312-67-5 C₁₉H₂₄N₂O₄S 
• 1400942-58-6 4-bromophenyl 2,4-dimethoxybenzyl(isobutyl)sulfamate 
• 1400942-62-2 [1,1'-biphenyl]-4-yl 2,4-dimethoxybenzyl(isobutyl)sulfamate 

Relevant articles and documents

Novel Solid-phase and solution-phase synthetic methods for trisubstituted Thieno[3,2-d]pyrimidine derivatives

The coupling of 7-aryl-3,4-dihydro-4-oxothieno[3,2-d]pyrimidine-2-carboxylic acid with a primary alkylamineloaded acid-sensitive methoxy benzaldehyde (AMEBA) resin, a benzotriazol-1-yloxytris(dimethylamino) phosphonium hexafluorophosphate (BOP)-mediated amination reaction, and cleavage from the solid support yielded N-alkyl-4-(alkylamino)-7-arylthieno[3,2-d]pyrimidine-2-carboxamide derivatives. The progress of the reactions on solid phase was monitored through attenuated total reflectance-FTIR spectroscopy and was compared with representative solution-phase surrogates. Additionally, N-acylation (acid chloride, InF3 , CH3 CN, room temperature) and cyclization (DBN, 1,4-dioxane, 80 ° C) of a 3-amino-4-(4-t-butoxycarbonylphenyl) thiophene-2-carboxamide intermediate under previously unreported conditions provided 2-substituted thieno[3,2-d]pyrimidin-4(3H)-one derivatives, which were subsequently converted to 2-substituted 4-alkylamino-7-[4-(alkylaminocarbonyl)phenyl]thieno[3,2-d]pyrimidine derivatives through a reaction sequence consisting of a BOP-mediated amination reaction, t-butyl deprotection, and amide formation.

Efficacious N-protection of O-aryl sulfamates with 2,4-dimethoxybenzyl groups

Sulfamates are important functional groups in certain areas of current medicinal chemistry and drug development. Alcohols and phenols are generally converted into the corresponding primary sulfamates (ROSO2NH 2 and ArOSO2NH2, respectively) by reaction with sulfamoyl chloride (H2NSO2Cl). The lability of the O-sulfamate group, especially to basic conditions, usually restricts this method to a later stage of a synthesis. To enable a more flexible approach to the synthesis of phenolic O-sulfamates, a protecting group strategy for sulfamates has been developed. Both sulfamate NH protons were replaced with either 4-methoxybenzyl or 2,4-dimethoxybenzyl. These N-protected sulfamates were stable to oxidising and reducing agents, as well as bases and nucleophiles, thus rendering such masked sulfamates suitable for multi-step synthesis. The protected sulfamates were synthesised by microwave heating of 1,1′-sulfonylbis(2-methyl-1H-imidazole) with a substituted phenol to give an aryl 2-methyl-1H-imidazole-1-sulfonate. This imidazole-sulfonate was N-methylated by reaction with trimethyloxonium tetrafluoroborate, which enabled subsequent displacement of 1,2-dimethylimidazole by a dibenzylamine (e.g. bis-2,4-dimethoxybenzylamine). The resulting N-diprotected, ring-substituted phenol O-sulfamates were further manipulated through reactions at the aryl substituent and finally deprotected with trifluoroacetic acid to afford a phenol O-sulfamate. The use of 2,4-dimethoxybenzyl was particularly attractive because deprotection occurred quantitatively within 2 h at room temperature with 10% trifluoroacetic acid in dichloromethane. The four key steps in the protocol described [reaction of 1,1′-sulfonylbis(2-methyl-1H-imidazole) with a phenol, methylation, displacement with a dibenzylamine and deprotection] all proceeded in very high yields.

Synthesis of 2-amino-5-benzoyl-4-(2-furyl)thiazoles as adenosine A2A receptor antagonists

The discovery and synthesis of a series of 2-amino-5-benzoyl-4-(2-furyl)thiazoles as adenosine A2A receptor antagonists from a small-molecule combinatorial library using a high-throughput radioligand-binding assay is described. Antagonists were

Highly selective TFAA-cleavage of tertiary 2,4-dimethoxybenzylamines and its use in the synthesis of secondary amines

TFAA-treatment of allylic, propargylic, homopropargylic and some benzylic tert. 2, 4-dimethoxybenzylamines leads to highly selective cleavage of their dimethoxybenzylic C-N bonds. The resultant trifluoroacetamides can then readily be converted to the corresponding secondary amines.