125074-06-8

Basic information

• Product Name: 2-methyl-1-(2,4,6-trihydroxyphenyl)butan-1-one
• Synonyms: 2-methyl-1-(2,4,6-trihydroxyphenyl)butan-1-one;multifidol
• CAS NO: 125074-06-8
• Molecular Formula: C₁₁H₁₄O₄
• Molecular Weight: 210.23
• Mol File: 125074-06-8.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 355.7°Cat760mmHg
• Flash Point: 183.1°C
• Appearance: /
• Density: 1.265g/cm³
• Vapor Pressure: 1.5E-05mmHg at 25°C
• Refractive Index: 1.586
• PKA: 7.15±0.40(Predicted)
• CAS DataBase Reference: 2-methyl-1-(2,4,6-trihydroxyphenyl)butan-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methyl-1-(2,4,6-trihydroxyphenyl)butan-1-one(125074-06-8)
• EPA Substance Registry System: 2-methyl-1-(2,4,6-trihydroxyphenyl)butan-1-one(125074-06-8)

Safety Data

• Hazardous Substances Data: 125074-06-8(Hazardous Substances Data)

Usage

Definition

ChEBI: A butanone that is the 2-methylbutanoyl derivative of phloroglucinol.

InChI:InChI=1/C11H14O4/c1-3-6(2)11(15)10-8(13)4-7(12)5-9(10)14/h4-6,12-14H,3H2,1-2H3

Upstream product

• 108-73-6 3,5-dihydroxyphenol 
• 5856-79-1 iso-butyl chloroformate 
• 116-53-0 2-Methylbutanoic acid 
• 1730-91-2 (S)-2-Methylbutyric acid 
• 1565-80-6 (2S)-2-methyl-1-butanol 
• 27763-54-8 (S)-2-methylbutanoyl chloride 
• 2999-40-8 1,3,5-triacetoxybenzene 

Downstream Products

• 1333469-53-6 (S)-1-(2,4-bis((tert-butyldimethylsilyl)oxy)-6-hydroxyphenyl)-2-methylbutan-1-one 
• 4374-92-9 4-deoxyadhumulone 
• 71539-60-1 2-methyl-1-(2,4,6-trihydroxy-3-(3-methylbut-2-enyl)phenyl)butan-1-one 
• 72008-06-1 (E)-1-(3-(3,7-dimethylocta-2,6-dien-1-yl)-2,4,6-trihydroxyphenyl)-2-methylbutan-1-one 
• 55576-66-4 agrimol B 
• 1131366-95-4 (2S)-1-(2-(((2E)-3,7-dimethylocta-2,6-dien-1-yl)oxy)-4,6-dihydroxy-phenyl)-2-methylbutan-1-one 

Relevant articles and documents

Synthesis and antibacterial activity of new symmetric polyoxygenated dibenzofurans

A series of symmetric polyoxygenated dibenzofurans with 2-methylbutyril moieties at C-4 and C-6 were obtained from commercial phloroglucinol through a sequence of reactions that include monoacylation, iodination, Suzuki-Miyaura coupling, oxidative dimeriz

Synthetic method of pilosin B and intermediate pseudomonophenols thereof

The invention discloses a method for synthesizing pilosin B and intermediate pseudomonophenols thereof. The synthesis method of the pseudo-sheep equol comprises the step E. Step F and Step g. The synthetic method of the pilosin B provided by the invention is prepared by the following steps H, step J, preparation of the pseudomonophenols synthesized by the above method, and preparation of the pseudomonophenols synthesized by the method in step I. In step E, the novel amino protecting reagent with good reaction with the phenolic hydroxyl group is used as a protecting reagent, the phenol hydroxyl group of each intermediate in the intermediate molecule fragment a synthesis process is selectively protected, the reagent types are reduced and the use of toxic reagents such as benzyl chloride and the like is avoided.

Total synthesis of acylphloroglucinols and their antibacterial activities against clinical isolates of multi-drug resistant (MDR) and methicillin-resistant strains of Staphylococcus aureus

Bioassay-directed drug discovery efforts focusing on various species of the genus Hypericum led to the discovery of a number of new acylphloroglucinols including (S,E)-1-(2-((3,7-dimethylocta-2,6-dien-1-yl)oxy)-4,6-dihydroxyphenyl)-2-methylbutan-1-one (6, olympicin A) from H. olympicum, with MICs ranging from 0.5 to 1 mg/L against a series of clinical isolates of multi-drug-resistant (MDR) and methicillin-resistant Staphylococcus aureus (MRSA) strains. The promising activity and interesting chemistry of olympicin A prompted us to carry out the total synthesis of 6 and a series of analogues in order to assess their structure-activity profile as a new group of antibacterial agents. Following the synthesis of 6 and structurally-related acylphloroglucinols 7–15 and 18–24, their antibacterial activities against a panel of S. aureus strains were evaluated. The presence of an alkyloxy group consisting of 8–10 carbon atoms ortho to a five-carbon acyl substituent on the phloroglucinol core are important structural features for promising anti-staphylococcal activity.