423765-15-5

Upstream product

• 18162-48-6 tert-butyldimethylsilyl chloride 
• 2150-47-2 methyl 2,4-dihydroxybenzoate 
• 89-86-1 4-hydroxysalicylic acid 
• 132297-26-8 methyl 2,4-bis<(tert-butyldimethylsilyl)oxy>benzoate 
• 132260-53-8 N,N-diethyl 2,4-bis<(tert-butyldimethylsilyl)oxy>benzamide 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 423765-17-7 3-benzenesulfonyl-5,7-bis-methoxymethoxy-3H-isobenzofuran-1-one 
• 1428945-40-7 (E)-6-(1-butenyl)-2,4-bis(dimethyl(1,1-dimethylethyl)silyloxy)-N,N-diethylbenzamide 
• 1428945-36-1 2,4-bis(dimethyl(1,1-dimethylethyl)silyloxy)-N,N-diethyl-6-(1-propenyl)benzamide 
• 1428945-42-9 (E)-6-(1-butenyl)-2,4-dihydroxybenzoic acid s-butyl ester 
• 1428945-41-8 (E)-6-(1-butenyl)-2,4-dihydroxybenzoic acid methyl ester 
• 1428945-39-4 C₉H₁₀O₂ 
• 1428945-38-3 (E)-2,4-dihydroxy-6-(1-propenyl)benzoic acid methyl ester 
• 1416776-60-7 (E)-2,4-dihydroxy-6-(1-propenyl)benzoic acid isopropyl ester 
• 423765-16-6 3-benzenesulfonyl-5,7-dihydroxy-3H-isobenzofuran-1-one 

Relevant academic research and scientific papers

Total synthesis of spiromastilactone A

The total synthesis of spiromastilactone A is reported for the first time. A swift strategy is presented that involves a pivotal enantioselective nucleophilic 1,2-alkylation of an aldehyde prepared in four quantitative synthetic steps from commercial 2,4-

Synthesis of the 2-methylene analogue of the HRV 3C protease inhibitor thysanone (2-carbathysanone)

The Human Rhinovirus (HRV) is the major aetiological agent for the common cold, for which only symptomatic treatment is available. HRV maturation and replication is entirely dependent on the activity of a virally encoded 3C protease that represents an attractive target for the development of therapeutics to treat the common cold. Herein we report the synthesis and biological evaluation of the 2-methylene analogue of the HRV 3C protease inhibitor (-)-thysanone (1) namely 2-carbathysanone (2), in an attempt to decipher the structural features in the natural product that are responsible for the 3C protease activity. 2-Carbathysanone (2) (and related analogues (±)-cis-23, (±)-cis-30, (±)-31) did not inhibit HRV 3C protease, indicating that the lactol functionality present in (-)-thysanone (1) is a critical structural feature required for inhibition.

Zearalenone mimics: Synthesis of (E)-6-(1-Alkenyl)-substituted β-resorcylic acid esters

Two versatile strategies for the synthesis of mimics of the Fusarium mycotoxin zearalenone (1) have been developed. Optimized preparation of (E)-6-(1-alkenyl) substituted β-resorcylic acid esters was realized via ortho-directed lithiation of variable substrates combined with allylation/isomerization or via formylation/Schlosser-Wittig olefination using different protective group patterns. Spontaneous decarboxylation of (E)-6-(1-alkenyl) substituted β-resorcylic acids indicated the influence of this substituent on the chemical behavior of these compounds. These mimics were already used for the development of optimized standard protocols for the synthesis of phase II metabolites of ZEN (glucosides, glucuronides), and further applications (i.e., sulfate conjugates) are still under investigation. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications to view the free supplemental file.

The first total synthesis of (±)-napyradiomycin A1

(±)-Napyradiomycin A1 has been stereoselectively synthesized through a tandem Michael-Dieckmann type reaction and the introduction of a side chain and two chlorine atoms onto the pyranonaphthoquinone core.