108956-90-7

Basic information

• Product Name: 1-(2,4-bis((tert-butyldimethylsilyl)oxy)-6-hydroxyphenyl)-2-ethan-1-one
• Synonyms: 1-(2,4-bis((tert-butyldimethylsilyl)oxy)-6-hydroxyphenyl)-2-ethan-1-one
• CAS NO: 108956-90-7
• Molecular Weight: 396.674
• Mol File: 108956-90-7.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 1-(2,4-bis((tert-butyldimethylsilyl)oxy)-6-hydroxyphenyl)-2-ethan-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2,4-bis((tert-butyldimethylsilyl)oxy)-6-hydroxyphenyl)-2-ethan-1-one(108956-90-7)
• EPA Substance Registry System: 1-(2,4-bis((tert-butyldimethylsilyl)oxy)-6-hydroxyphenyl)-2-ethan-1-one(108956-90-7)

Safety Data

• Hazardous Substances Data: 108956-90-7(Hazardous Substances Data)

Upstream product

• 480-66-0 2,4,6-trihydroxyacetophenone 
• 18162-48-6 tert-butyldimethylsilyl chloride 

Downstream Products

• 1030601-61-6 6-O-prenyl-2,4-O-bis(tert-butyldimethylsilyl)phloracetophenone 
• 1270004-48-2 4'-O-CO-(Gly-OtBu)-tricin 
• 1270004-49-3 4'-O-CO-(Ala-OtBu)-tricin 
• 1270004-50-6 4'-O-CO-(Val-OtBu)-tricin 
• 1270004-51-7 4'-O-CO-(Phe-OtBu)-tricin 
• 1270004-52-8 4'-O-CO-[Asp(OtBu)-OtBu]-tricin 
• 1270004-53-9 4'-O-CO-[Glu(OtBu)-OtBu]-tricin 
• 1270004-54-0 4'-O-CO-Gly-tricin 
• 1270004-55-1 4'-O-CO-Ala-tricin 
• 1270004-56-2 4'-O-CO-Val-tricin 
• 1270004-59-5 4'-O-CO-Phe-tricin 
• 1270004-60-8 4'-O-CO-Asp-tricin 
• 1270004-61-9 4'-O-CO-Glu-tricin 
• 1270004-62-0 4'-O-CO-Ala-[Asp(OtBu)-OtBu]-tricin 

Relevant articles and documents

The Mosaic of Rottlerin: The Sequel

Rottlerin (1) is a potent protein kinase C δinhibitor that possesses a wide range of biological activities. However, the potential of this molecule to be developed as a drug has been restricted by its limited availability. We report herein a gram scale quantity synthesis of rottlerin in a five-step synthetic route that can be completed within 2 days. The methodology was extended by the reaction of the key aminochromene intermediate (15) with various electron-rich arenes, forming novel unsymmetrical methylene-bridged compounds. The X-ray crystal structure revealed the boomerang shape of this kind of molecule for the first time. The direct transformation of rottlerin (1) into the natural product, isorottlerin (35), was observed for the first time, and we named this transformation the "isorottlerin change". In addition, the antibacterial activities of rottlerin (1) and new rottlerin analogues 32-34 were examined against Staphylococcus aureus. The compounds showed MIC values as low as 2.0 μM, which were comparable to the clinically used antibiotic gentamicin.

Enantioselective synthesis of orthogonally protected (2R,3R)-(-)- epicatechin derivatives, key intermediates in the de novo chemical synthesis of (-)-epicatechin glucuronides and sulfates

Ten orthogonally protected (-)-epicatechin and 3′- or 4′-O-methyl-(-)-epicatechin derivatives were prepared in a regiospecific and enantioselective manner. For each orthogonally protected (-)-epicatechin derivative, one specific phenolic hydroxyl was protected with a methoxymethyl (MOM) or p-methoxybenyzl (PMB) group and the remainder were protected as benzyl ethers. These uniquely protected (-)-epicatechin derivatives were designed to facilitate the regiospecific installation of a glucuronic acid or sulfate unit onto (-)-epicatechin after selective removal of the MOM or PMB protecting group to provide authentic standards of (-)-epicatechin glucuronides and sulfates.

A regiodivergent synthesis of ring A C-prenylflavones

(Chemical Equation Presented) Capitalizing on the use of orthogonal protecting groups and the development of a modified Robinson flavone synthesis that avoids harsh acidic conditions, a regioselective synthesis of 6- and 8-prenylflavones from the same pre