131230-76-7

Basic information

• Product Name: 4-(((tert-butyldiMethylsilyl)oxy)Methyl)aniline
• Synonyms: 4-(((tert-butyldiMethylsilyl)oxy)Methyl)aniline;4-[[[(1,1-DiMethylethyl)diMethylsilyl]oxy]Methyl]benzenaMine
• CAS NO: 131230-76-7
• Molecular Formula: C₁₃H₂₃NOSi
• Molecular Weight: 237.41332
• Product Categories: Amine, Aromatics, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 131230-76-7.mol
• Article Data: 43

Chemical Properties

• Boiling Point: 305.0±17.0 °C(Predicted)
• Appearance: /
• Density: 0.952±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 4.32±0.10(Predicted)
• CAS DataBase Reference: 4-(((tert-butyldiMethylsilyl)oxy)Methyl)aniline(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(((tert-butyldiMethylsilyl)oxy)Methyl)aniline(131230-76-7)
• EPA Substance Registry System: 4-(((tert-butyldiMethylsilyl)oxy)Methyl)aniline(131230-76-7)

Safety Data

• Hazardous Substances Data: 131230-76-7(Hazardous Substances Data)

Usage

Uses

4-[[[(1,1-Dimethylethyl)dimethylsilyl]oxy]methyl]benzenamine is used in the synthesis of immunomodulatory agents.

Upstream product

• 623-04-1 4-aminobenzenemethanol 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 16375-88-5 N-(4-hydroxymethylphenyl)acetamide 
• 619-73-8 4-nitrobenzyl chloride 
• 135605-97-9 tert-butyldimethyl-4-nitrobenzyloxysilane 
• 87736-74-1 4-(tert-butyldimethylsiloxymethyl)bromobenzene 

Downstream Products

• 329349-91-9 acetic acid 2-[4-(tert-butyl-dimethyl-silanyloxymethyl)-phenylcarbamoyl]-phenyl ester 
• 304015-16-5 2-methoxy-4-nitrobenzyl 4-({[tert-butyl(dimethyl)silyl]oxy}methyl)phenylcarbamate 
• 304015-65-4 (1-methyl-2-nitro-1H-imidazol-5-yl)methyl 4-({[tert-butyl(dimethyl)silyl]oxy}methyl)phenylcarbamate 
• 304015-67-6 (1-methyl-5-nitro-1H-imidazol-2-yl)methyl 4-({[tert-butyl(dimethyl)silyl]oxy}methyl)phenylcarbamate 
• 922173-23-7 tert-butyl[(4-isocyanatophenyl)methoxy]dimethylsilane 
• 1079991-17-5 2-bromo-N-(4-(tert-butyldimethylsilyloxymethyl)phenyl)-5,6-dimethoxybenzamide 
• 1079991-19-7 5-bromo-N-(4-(tert-butyldimethylsilyloxymethyl)phenyl)benzo[d][1,3]dioxole-4-carboxamide 
• 497854-96-3 7-[4-(2-butoxyethoxy)phenyl]-N-(4-hydroxymethylphenyl)-2,3-dihydro-1-isobutyl-1H-1-benzazepine-4-carboxamide 
• 848004-43-3 C₂₅H₃₈N₂O₆Si 
• 1252032-26-0 7-[4-({[tert-butyl(dimethyl)silyl]oxy}methyl)phenyl]-2,5-dimethyl-3a,6a-diphenylhexahydro-2,5-epiminofuro[3,2-b]furan 
• 1351929-58-2 N-(4-(hydroxymethyl)phenyl)-2-(pyridin-2-yl)quinoline-4-carboxamide 
• 1351929-61-7 N-(4-(hydroxymethyl)phenyl)-2-(pyrazin-2-yl)quinoline-4-carboxamide 
• 1351929-64-0 N-(4-(hydroxymethyl)phenyl)-2-(pyrimidin-4-yl)quinoline-4-carboxamide 
• 1351929-65-1 N-(4-((tert-butyldimethylsilyloxy)-methyl)phenyl)-2-phenylquinoline-4-carboxamide 

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.

Rational construction of probes rendering ratiometric response to the cancer-specific enzyme NQO1

Pursuit of fluorescent probes for identification of cancer biomarkers benefits reliable predictions of early cancer detection. Here, a strategy employing polymeric micelle assembly for encapsulation of a new enzyme (NQO1)-responsive small molecule was est

A class of intestinal lysis type co-drugs and their preparation and use

The present invention relates to a class of intestinal cleavage type co-drugs (Codrug) and preparation and use thereof, in particular, the present invention provides a co-drug compound as shown in formula I. The present invention further provides a method

COMPOUND HAVING BENZO SEVEN-MEMBERED RING STRUCTURE, PREPARATION METHOD THEREFOR, AND USE THEREOF

The present invention relates to a compound having a benzo seven-membered ring structure, and a preparation method therefor, and use thereof. The compound has a structure as represented by formula (I). Provided is use of the compound having the structure and prepared with the preparation method of the present invention, enantiomers, diastereomers, racemates and mixtures thereof of the compound, as well as chemically acceptable salts, crystalline hydrates and solvent mixtures of the compound and the enantiomers, diastereomers, racemates and mixtures thereof of the compound in the preparation of drugs for treating BET Bromodomain BRD4 activity or expression level related diseases.