155222-48-3

Usage

Chemical Properties

Pale Yellow Oil

Uses

Intermediate for the synthesis of Resveratrol

Upstream product

• 108-24-7 acetic anhydride 
• 113231-14-4 1,3-dihydroxy-5-vinylbenzene 
• 26153-38-8 3,5-dihydroxybenzaldehyde 
• 187803-40-3 3,5-bis(tert-butyldimethylsilyloxy)benzaldehyde 
• 2454-30-0 3-vinylphenyl acetate 
• 847862-84-4 1-(1-acetoxyethyl)-3,5-diacetoxybenzene 
• 847862-85-5 acetic acid 3-acetoxy-5-(1-ethoxycarbonyloxy-ethyl)-phenyl ester 
• 1026420-83-6 1-(1-bromoethyl)-3,5-diacetoxybenzene 
• 7486-35-3 tri-n-butyl(vinyl)tin 
• 99-10-5 3,5-Dihydroxybenzoic acid 
• 2150-44-9 1-carbomethoxy-3,5-dihydroxybenzene 
• 103929-83-5 methyl 3,5-bis(tert-butyldimethylsilyloxy)benzoate 
• 103929-84-6 [3,5-di(tert-butyldimethylsilanyloxy)phenyl]methanol 

Downstream Products

• 42206-94-0 triacetyl-trans-resveratrol 
• 1240471-45-7 3,5-diacetoxy-4'-nitro-trans-stilbene 
• 1240471-44-6 3,5-diacetoxy-4'-amino-trans-stilbene 
• 94356-22-6 5-[(2E)-(3,5-dihydroxyphenyl)vinyl]-2-methoxyphenyl-1-O-β-D-glucopyranoside 
• 94356-26-0 piceatannol 3'-O-β-D-glucopyranoside 
• 1094100-62-5 (E)-5-(4-(2-(4-(4-chlorobenzoyl)phenoxy)-2-methylpropanoyloxy)styryl)-1,3-phenylene diacetate 
• 209746-95-2 1,3-diacetoxy-5-ethylbenzene 
• 71144-77-9 3,3',4,5'-tetrahydroxystilbene-tetraacetate 
• 501-36-0 (E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol 
• 38963-95-0 trans-resveratroloside 
• 38968-01-3 (E)-1-(3,5-diacetoxy)-2-(4'-O-2,3,4,6-tetraacetyl-β-D-glucopyranosidophenyl)ethene 

Relevant academic research and scientific papers

Scalable Total Synthesis of Piceatannol-3′-O-β-d-glucopyranoside and the 4′-Methoxy Congener Thereof: An Early Stage Glycosylation Strategy

Scalable syntheses of piceatannol-3'-O-β-D-glucopyranoside and the 4'-methoxy congener thereof were achieved. This route features an early implemented Fischer-like glycosylation reaction, a regioselective iodination of phenolic glycoside under strongly acidic conditions, a highly telescoped route to access the styrene derivative, and a key Mizoroki.Heck reaction to render the desired coupled products in high overall yield.

MOLECULARLY IMPRINTED POLYMERS

The present invention provides methods of designing molecularly imprinted polymers (MIPs) which have applications in extracting bioactive compounds from a range of bioprocessing feedstocks and wastes. The present invention is further directed to MIPs designed by the methods of the present invention.

Design, synthesis, and biological evaluation of resveratrol analogues as aromatase and quinone reductase 2 inhibitors for chemoprevention of cancer

A series of new resveratrol analogues were designed and synthesized and their inhibitory activities against aromatase were evaluated. The crystal structure of human aromatase (PDB 3eqm) was used to rationalize the mechanism of action of the aromatase inhibitor 32 (IC50 0.59 μM) through docking, molecular mechanics energy minimization, and computer graphics molecular modeling, and the information was utilized to design several very potent inhibitors, including compounds 82 (IC50 70 nM) and 84 (IC50 36 nM). The aromatase inhibitory activities of these compounds are much more potent than that for the lead compound resveratrol, which has an IC50 of 80 μM. In addition to aromatase inhibitory activity, compounds 32 and 44 also displayed potent QR2 inhibitory activity (IC 50 1.7 μM and 0.27 μM, respectively) and the high-resolution X-ray structures of QR2 in complex with these two compounds provide insight into their mechanism of QR2 inhibition. The aromatase and quinone reductase inhibitors resulting from these studies have potential value in the treatment and prevention of cancer.

PROCESS FOR THE PREPARATION OF STILBENE DERIVATIVES

A novel process for the preparation of resveratrol and piceatannol and esters thereof involving a Heck type reaction is disclosed. Also disclosed are novel intermediates in that process.

A new efficient resveratrol synthesis

The (E)-3,4′,5-trihydroxystilbene (resveratrol) was synthesised via Heck reaction in few steps and with an overall 70% yield.

Propiophenone derivatives and process for preparing the same

A propiophenone derivative of the formula (I): wherein OX is a hydroxy group which may optionally be protected, Y is a lower alkyl group, and Z is a beta -D-glucopyranosyl group wherein one or more hydroxy groups may optionally be protected, or a pharmace