194156-04-2

Basic information

• Product Name: Benzenemethanol, 4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-a-ethenyl-
• CAS NO: 194156-04-2
• Molecular Formula: C15H24O2Si
• Molecular Weight: 264.44
• Mol File: 194156-04-2.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Benzenemethanol, 4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-a-ethenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanol, 4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-a-ethenyl-(194156-04-2)
• EPA Substance Registry System: Benzenemethanol, 4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-a-ethenyl-(194156-04-2)

Safety Data

• Hazardous Substances Data: 194156-04-2(Hazardous Substances Data)

Upstream product

• 123-08-0 4-hydroxy-benzaldehyde 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 1826-67-1 vinyl magnesium bromide 
• 120743-99-9 p-[(tert-butyldimethylsilyl)oxy]benzaldehyde 

Downstream Products

• 387351-55-5 (S)-4-O-tert-butyldimethylsilyl-1'-hydroxychavicol 
• 387351-56-6 acetic acid 1-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-allyl ester 

Relevant articles and documents

Allylic and Allenylic Dearomatization of Indoles Promoted by Graphene Oxide by Covalent Grafting Activation Mode

The site-selective allylative and allenylative dearomatization of indoles with alcohols was performed under carbocatalytic regime in the presence of graphene oxide (GO, 10 wt percent loading) as the promoter. Metal-free conditions, absence of stoichiometric additive, environmentally friendly conditions (H2O/CH3CN, 55 °C, 6 h), broad substrate scope (33 examples, yield up to 92 percent) and excellent site- and stereoselectivity characterize the present methodology. Moreover, a covalent activation model exerted by GO functionalities was corroborated by spectroscopic, experimental and computational evidences. Recovering and regeneration of the GO catalyst through simple acidic treatment was also documented.

New Rev-export inhibitor from Alpinia galanga and structure-activity relationship

Bioassay-guided separation by use of the fission yeast expressing NES of Rev, an HIV-1 viral regulatory protein, disclosed 1′-acetoxychavicol acetate (ACA, 1) as a new inhibitor for nuclear export of Rev from the roots of Alpinia galanga. Both analysis for mechanism of action with biotinylated probe (2) and several synthesized analogs established crucial portions in 1 for Rev-export inhibitory activity.

Structure-activity relationships of 1′S-1′-acetoxychavicol acetate for inhibitory effect on NO production in lipopolysaccharide-activated mouse peritoneal macrophages

1′S-1′-Acetoxychavicol acetate from the rhizomes of Alpinia galanga inhibited nitric oxide (NO) production in lipopolysaccharide-activated mouse peritoneal macrophages with an IC50 value of 2.3 μM. To clarify the structure-activity relationship of 1′S-1′- acetoxychavicol acetate, various natural and synthetic phenylpropanoids and synthetic phenylbutanoids were examined, and the following structural requirements were clarified. (1) The para or ortho substitution of the acetoxyl and 1-acetoxypropenyl groups at the benzene ring was essential. (2) The S configuration of the 1′-acetoxyl group was preferable. (3) The presence of the 3-methoxyl group and disappearance of the 2′-3′ double bond by hydrogenation reduced the activity. (4) The substitution of acetyl groups with propionyl or methyl groups reduced the activity. (5) Lengthening of the carbon chain between the 1′- and 2′-positions reduced the activity.