87736-74-1

Basic information

• Product Name: 4-TBDMS-HYDROXYMETHYLBROMOBENZENE
• Synonyms: 4-TBDMS-HYDROXYMETHYLBROMOBENZENE;1-Bromo-4-[[(tert-butyldimethylsilyl)oxy]methyl]benzene;(4-BroMobenzyl)oxy](tert-butyl)diMethylsilane;1-BroMo-4-[[[(1,1-diMethylethyl)diMethylsilyl]oxy]Methyl]-benzene;4-(tert-ButyldiMethylsilyloxyMethyl)broMobenzene;4-BroMobenzyl diMethyl-tert-butylsilyl Ether;Benzene, 1-broMo-4-[[[(1,1-diMethylethyl)diMethylsilyl]oxy]Methyl]-;[(4-Bromobenzyl)oxy](tert-butyl)dimethylsilane
• CAS NO: 87736-74-1
• Molecular Formula: C₁₃H₂₁BrOSi
• Molecular Weight: 301.29
• Product Categories: Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 87736-74-1.mol
• Article Data: 52

Chemical Properties

• Boiling Point: 338.833°C at 760 mmHg
• Flash Point: 158.721°C
• Appearance: /
• Density: 1.145
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.527
• Storage Temp.: 2-8°C
• Solubility: Dichloromethane, Diethyl Ether, Methanol
• CAS DataBase Reference: 4-TBDMS-HYDROXYMETHYLBROMOBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-TBDMS-HYDROXYMETHYLBROMOBENZENE(87736-74-1)
• EPA Substance Registry System: 4-TBDMS-HYDROXYMETHYLBROMOBENZENE(87736-74-1)

Safety Data

• Hazardous Substances Data: 87736-74-1(Hazardous Substances Data)

Usage

Description

4-TBDMS-HYDROXYMETHYLBROMOBENZENE, also known as (4-bromophenyl)methoxy-tert-butyl-dimethylsilane, is a colorless oil with unique chemical properties. It is a synthetic compound that features a bromobenzene core with a hydroxymethyl group and a tert-butyldimethylsilyl (TBDMS) protecting group attached to it. This structure endows it with specific reactivity and stability, making it a valuable intermediate in organic synthesis.

Uses

Used in Pharmaceutical Industry:
4-TBDMS-HYDROXYMETHYLBROMOBENZENE is used as a key intermediate in the synthesis of aromatic bisphosphonates, which are important inhibitors of geranylgeranyl diphosphate synthase. This application is crucial in the development of drugs targeting various diseases, including cancer and metabolic disorders, due to the role of geranylgeranyl diphosphate synthase in isoprenoid biosynthesis pathways.
In the synthesis of aromatic bisphosphonates, 4-TBDMS-HYDROXYMETHYLBROMOBENZENE serves as a versatile building block that can be further functionalized to create a range of bioactive compounds. The presence of the TBDMS group provides an opportunity for selective deprotection, enabling the introduction of various functional groups at the hydroxymethyl position, which can significantly influence the biological activity of the final product.
Additionally, the bromo substituent on the benzene ring allows for cross-coupling reactions, facilitating the formation of carbon-carbon bonds with other organic fragments. This reactivity is essential for the construction of complex molecular architectures found in potential drug candidates.
Overall, 4-TBDMS-HYDROXYMETHYLBROMOBENZENE is a valuable synthetic intermediate in the pharmaceutical industry, playing a critical role in the development of novel therapeutic agents targeting geranylgeranyl diphosphate synthase and other related enzymes. Its unique structural features and reactivity make it an essential component in the design and synthesis of innovative drugs with potential applications in treating various diseases.

InChI:InChI=1/C13H21BrOSi/c1-13(2,3)16(4,5)11-6-7-12(14)10(8-11)9-15/h6-8,15H,9H2,1-5H3

Upstream product

• 873-75-6 4-bromobenzenemethanol 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 108-48-5 2,6-dimethylpyridine 
• 69739-34-0 t-butyldimethylsiyl triflate 
• 288-32-4 1H-imidazole 
• 7732-18-5 water 
• 75-05-8 acetonitrile 
• 156185-88-5 3-amino-2(S)-phenylsulfonylaminopropionic acid 

Downstream Products

• 87736-75-2 1-<4-<(tert-butyldimethylsilyloxy)methyl>phenyl>-2,2,2-trifluoro-1-ethanone 
• 148064-90-8 methyl 4-<<(tert-butyldimethylsilyl)oxy>methyl>dithiobenzoate 
• 204505-22-6 1-[4-(tert-Butyl-dimethyl-silanyloxymethyl)-phenyl]-3-{2-[1-methoxy-meth-(Z)-ylidene]-cyclohexyl}-propan-1-one 
• 131230-76-7 4-[(tert-butyldimethylsilyloxy)methyl]aniline 
• 160744-60-5 4-((tert-butyldimethylsilyloxy)methyl)benzaldehyde 
• 234766-59-7 C₇₂H₁₃₂O₄Si₉ 
• 228267-27-4 (3R)-1-(4-tert-butyldimethylsiloxymethylphenyl)-3,4-O-isopropylidene-3,4-dihydroxybutanol 
• 262846-35-5 4-(tert-butyl-dimethyl-silanyloxy)-2-{[4-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-hydroxy-methyl}-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 162356-89-0 [4-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]phenyl]boronic acid 
• 414869-62-8 O-tert-butyldimethylsilyl-4-allyldimethylsilylbenzyl ether 
• 392235-05-1 (1S,3aS,5S,7aR)-1-hydroxymethyl-5-(4-tert-butyldimethylsilyloxymethylphenyl)-7a-methylperhydroinden-3a,5-diol 
• 1122-91-4 4-bromo-benzaldehyde 
• 807616-80-4 (RS)-1-[4'-(tert-butyldimethylsilyloxymethyl)phenyl]cyclohex-2-en-1-ol 
• 160278-19-3 tert-butyldimethyl[(4-thien-3-ylbenzyl)oxy]silane 

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