239074-27-2

Basic information

• Product Name: TERT-BUTYL 4-(BROMOMETHYL)PHENYLCARBAMATE
• Synonyms: TERT-BUTYL 4-(BROMOMETHYL)PHENYLCARBAMATE;N-Boc-4-(broMoMethyl)aniline;Carbamic acid, N-[4-(bromomethyl)phenyl]-, 1,1-dimethylethyl ester;4-(1,1-dimethylethoxycarbonylamino)benzylbromide;tert-Butyl (4-(bromomethyl);tert-butyl N-[4-(bromomethyl)phenyl]carbamate
• CAS NO: 239074-27-2
• Molecular Formula: C₁₂H₁₆BrNO₂
• Molecular Weight: 286.16
• Mol File: 239074-27-2.mol

Chemical Properties

• Boiling Point: 309.7±25.0 °C(Predicted)
• Appearance: /
• Density: 1.376±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 13.49±0.70(Predicted)
• CAS DataBase Reference: TERT-BUTYL 4-(BROMOMETHYL)PHENYLCARBAMATE(CAS DataBase Reference)
• NIST Chemistry Reference: TERT-BUTYL 4-(BROMOMETHYL)PHENYLCARBAMATE(239074-27-2)
• EPA Substance Registry System: TERT-BUTYL 4-(BROMOMETHYL)PHENYLCARBAMATE(239074-27-2)

Safety Data

• Hazardous Substances Data: 239074-27-2(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
TERT-BUTYL 4-(BROMOMETHYL)PHENYLCARBAMATE is used as a reagent for the introduction of carbamate functionality into a variety of chemical substrates. Its unique structure allows for the formation of new chemical entities with potential applications in various fields.
Used in Pharmaceutical Research and Drug Development:
In the pharmaceutical industry, TERT-BUTYL 4-(BROMOMETHYL)PHENYLCARBAMATE is utilized as a building block for the synthesis of biologically active compounds. Its structural features make it a promising candidate for the development of new drugs with therapeutic potential.
Used in Chemical Research:
TERT-BUTYL 4-(BROMOMETHYL)PHENYLCARBAMATE is also employed in chemical research to explore its reactivity and potential applications in the synthesis of complex organic molecules. Its bromomethyl-substituted phenyl ring and carbamate functionality offer opportunities for further chemical modifications and the development of novel compounds with specific properties.

Upstream product

• 144072-29-7 tert-butyl N-[4-(hydroxymethyl)phenyl]carbamate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 14618-59-8 N-(tert-butoxycarbonyl)-4-methylaniline 
• 106-49-0 p-toluidine 
• 623-04-1 4-aminobenzenemethanol 

Downstream Products

• 479675-91-7 1-[4-(1,1-dimethylethoxycarbonyl)aminobenzyl]-N₄-(4-(1,1-dimethylethyl)benzoyl)cytosine 
• 479675-88-2 9-[4-(1,1-dimethylethoxycarbonylamino)benzyl]-N₆-(4-methoxybenzoyl)adenine 
• 479675-92-8 1-[4-aminobenzyl]-N₄-(4-(1,1-dimethylethyl)benzoyl)cytosine 
• 479675-89-3 9-[4-aminobenzyl]-N₆-(4-methoxybenzoyl)adenine 
• 479675-93-9 1-[4-(cholesterylcarbonylamino)benzyl]-N₄-(4-(1,1-dimethylethyl)benzoyl)cytosine 
• 479675-90-6 9-[4-(cholesterylcarbonylamino)benzyl]-N₆-(4-methoxybenzoyl)adenine 
• 889133-70-4 1-[4-(4-amino-benzyloxy)-2-hydroxy-3-propyl-phenyl]-ethanone 
• 118683-81-1 N-[4-(4-Acetyl-3-hydroxy-2-propyl-phenoxymethyl)-phenyl]-phthalamic acid 
• 239072-91-4 4-benzyloxycarbonyl-1-[4-(tert-butoxycarbonylamino)benzyl]-2-piperazinone 
• 1332367-60-8 C₃₂H₃₆N₆O₄ 
• 1332367-58-4 C₄₂H₅₂N₆O₈ 
• 1346227-50-6 1,13-bis[4'-(4H-chromen-4-on-2-yl)phenyl]-7-(4-tert-butyloxycarbonylaminobenzyl)-1,4,10,13-tetraoxa-7-azatridecane 
• 1296733-80-6 SAC-0605 
• 1403473-79-9 N-{3-[4-(tert-butoxycarbonylamino)benzyl]-2,4-dioxoimidazolidin-1-yl}-5-(3,5-dichlorophenyl)-2-furamide 

Relevant articles and documents

Development of a self-immolative linker for tetrazine-triggered release of alcohols in cells

Bioorthogonal decaging reactions are a promising strategy for prodrug activation because they involve bond cleavage to release a molecule of interest. The trans-cyclooctene (TCO)-tetrazine inverse electron-demand Diels-Alder reaction has been widely applied in vivo for decaging of amine prodrugs, however, the release of alcohol-containing bioactive compounds has been less well studied. Here, we report a TCO-carbamate benzyl ether self-immolative linker for the release of OH-molecules upon reaction with a tetrazine trigger. The benzyl ether linker proved to be highly stable and can rapidly liberate alcohols under physiological conditions upon reaction with tetrazines. The mechanism and decaging yield were systematically examined by fluorescence and HPLC analysis by using a fluorogenic TCO-benzyl ether-coumarin probe and different 3,6-substituted tetrazine derivatives. This study revealed that decaging occurs rapidly (t1/2 = 27 min) and the cycloaddition step happens within seconds (t1/2 = 7 s) with reaction rates of ≈100 M-1 s-1. Importantly, the reaction is compatible with living organisms as demonstrated by the decaging of a prodrug of the antibacterial compound triclosan in the presence of live E. Coli, that resulted in complete cell killing by action of the released "OH-active drug". Overall, this work describes a new linker for masking alcohol functionality that can be rapidly reinstated through tetrazine-triggered decaging.

Discovery of Nanomolar Dengue and West Nile Virus Protease Inhibitors Containing a 4-Benzyloxyphenylglycine Residue

The dengue virus (DENV) and West Nile Virus (WNV) NS2B-NS3 proteases are attractive targets for the development of dual-acting therapeutics against these arboviral pathogens. We present the synthesis and extensive biological evaluation of inhibitors that

A palladium catalyst supported on carbon-coated cobalt nanoparticles-preparation of palladium-free biaryls by suzuki-miyaura reactions in ethanol

The preparation of a heterogeneous Pd catalyst supported on carbon-coated magnetic nanoparticles (NPs) bearing 4-(diphenylphosphinomethyl)phenyl groups is discussed. These NPs were initially prepared by chemical vapour deposition (CVD) of carbon on prefor

2-THIOPYRIMIDINONES AS THERAPEUTIC AGENTS

The present invention provides compounds of Formulas I-VII, or pharmaceutically acceptable derivatives thereof, wherein the compounds are as defined in the specification. These compounds are inhibitors of protein kinases, particularly inhibitors of MEKK p