62480-31-3

Upstream product

• 5798-75-4 Ethyl 4-bromobenzoate 
• 51934-41-9 4-iodobenzoic acid ethyl ester 
• 150969-54-3 ethyl 4-(trimethylsilylethynyl)benzoate 
• 144693-65-2 4-ethynylbenzoic acid sodium salt 
• 33577-98-9 methyl 4-(3-hydroxy-3-methylbut-1-ynyl)benzoate 
• 619-42-1 4-methoxycarbonylphenyl bromide 
• 586-76-5 4-Bromobenzoic acid 
• 10602-00-3 4-Ethynyl-benzoic acid 
• 144693-66-3 p-Ethynylbenzoic acid potassium salt 
• 79-37-8 oxalyl dichloride 

Downstream Products

• 62480-25-5 2-diethylaminoethyl p-ethynyl benzoate hydrochloride 
• 1260183-80-9 pentafluorophenyl 4-ethynylbenzoate 
• 10602-03-6 ethyl 4-ethynylbenzoate 
• 137790-57-9 4,7-dibromobenzothiadiazole 
• 1616462-04-4 pentyl 4-ethynylbenzoate 
• 161096-74-8 4-ethynylbenzoic acid hexyl ester 
• 111291-97-5 4-ethynylbenzoic acid tert-butyl ester 
• 497258-51-2 N-(4-ethynylbenzoyl)monoaza-18-crown-6 
• 153114-60-4 (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 4-ethynylbenzoate 

Relevant academic research and scientific papers

Switching of macromolecular helicity of optically active poly(phenylacetylene)s bearing cyclodextrin pendants induced by various external stimuli

A series of novel phenylacetylenes bearing optically active cyclodextrin (CyD) residues such as α-, β-, and γ-CyD and permethylated β-CyD residues as the pendant groups was synthesized and polymerized with a rhodium catalyst to give highly cis-transoidal

Helical polymer brushes with a preferred-handed helix-sense triggered by a terminal optically active group in the pendant

Helical polymer brushes with a preferred-handed helix-sense composed of a poly(phenylacetylene) backbone and poly(phenyl isocyanate) pendants are synthesized. The helix-sense of the backbone is effectively controlled by the helical chirality of the pendan

Helical stereoregular artificial glycoconjugate polymers based on poly(phenylacetylene) backbone: Synthesis and molecular recognition with lectin

Stereoregular poly(phenylacetylene)s bearing pendant lactose and cellobiose moiety were synthesized by polymerization of β-N-glycosylated 4-ethynylbenzamides with [Rh(nbd)Cl]2 (nbd=norbomadiene) as initiator. The glycoconjugate polymer possesse

Iron-Catalyzed Tertiary Alkylation of Terminal Alkynes with 1,3-Diesters via a Functionalized Alkyl Radical

Direct oxidative C(sp)?H/C(sp3)?H cross-coupling offers an ideal and environmentally benign protocol for C(sp)?C(sp3) bond formations. As such, reactivity and site-selectivity with respect to C(sp3)?H bond cleavage have remained a persistent challenge. Herein is reported a simple method for iron-catalyzed/silver-mediated tertiary alkylation of terminal alkynes with readily available and versatile 1,3-dicarbonyl compounds. The reaction is suitable for an array of substrates and proceeds in a highly selective manner even employing alkanes containing other tertiary, benzylic, and C(sp3)?H bonds alpha to heteroatoms. Elaboration of the products enables the synthesis of a series of versatile building blocks. Control experiments implicate the in situ generation of a tertiary carbon-centered radical species.

Synthesis and conformational analysis of poly(phenylacetylene)s with serinol-tethered carbohydrate appendages

We synthesized phenylacetylenes containing β-lactoside, β-cellobioside, or β-maltoside, and polymerized them to produce the corresponding poly (phenylacetylene)s. In these poly (phenylacetylene)s, the pendent carbohydrates were tethered to the mainchains

Smectic liquid crystals comprising triazole banana shaped achiral molecules: Synthesis and characterization

A series of novel liquid crystals containing [1,2,3]-triazole ring were synthesized via “click chemistry.” Their mesomorphic properties and photoelectric properties were investigated and the results indicated that most of compounds exhibited SmA over a wide temperature range (about 50°C). The threshold voltage and the response time of the mixture, T4 and LC 50100 were shorten 0.43?V and 71.5?ms with respect to those of LC 50100 respectively.

A General Cp*CoIII-Catalyzed Intramolecular C?H Activation Approach for the Efficient Total Syntheses of Aromathecin, Protoberberine, and Tylophora Alkaloids

Herein, we report a Cp*CoIII-catalyzed C?H activation approach as the key step to create highly valuable isoquinolones and pyridones as building blocks that can readily be applied in the total syntheses of a variety of aromathecin, protoberberine, and tylophora alkaloids. This particular C?H activation/annulation reaction was achieved with several terminal as well as internal alkyne coupling partners delivering a broad scope with excellent functional group tolerance. The synthetic applicability of this protocol reported herein was demonstrated in the total syntheses of two Topo-I-Inhibitors and two 8-oxyprotoberberine cores that can be further elaborated into the tetrahydroprotoberberine and the protoberberine alkaloid core. Moreover these building blocks were also transformed to six different tylophora alkaloids in expedient fashion.

Irreversible Cysteine-Selective Protein Labeling Employing Modular Electrophilic Tetrafluoroethylation Reagents

Fluoroalkylation reagents based on hypervalent iodine are widely used to transfer fluoroalkyl moieties to various nucleophiles. However, the transferred groups have so far been limited to simple structural motifs. We herein report a reagent featuring a secondary amine that can be converted to amide, sulfonamide, and tertiary amine derivatives in one step. The resulting reagents bear manifold functional groups, many of which would not be compatible with the original synthetic pathway. Exploiting this structural versatility and the known high reactivity toward thiols, the new-generation reagents were used in bioconjugation with an artificial retro-aldolase, containing an exposed cysteine and a reactive catalytic lysine. Whereas commercial reagents based on maleimide and iodoacetamide labeled both sites, the iodanes exclusively modified the cysteine residue. The study thus demonstrates that modular fluoroalkylation reagents can be used as tools for cysteine-selective bioconjugation.

Natural-Product-Inspired Aminoepoxybenzoquinones Kill Members of the Gram-Negative Pathogen Salmonella by Attenuating Cellular Stress Response

Gram-negative bacteria represent a challenging task for antibacterial drug discovery owing to their impermeable cell membrane and restricted uptake of small molecules. We herein describe the synthesis of natural-product-derived epoxycyclohexenones and explore their antibiotic activity against several pathogenic bacteria. A compound with activity against Salmonella Typhimurium was identified, and the target enzymes were unraveled by quantitative chemical proteomics. Importantly, two protein hits were linked to bacterial stress response, and corresponding assays revealed an elevated susceptibility to reactive oxygen species upon compound treatment. The consolidated inhibition of these targets provides a rationale for antibacterial activity and highlights epoxycyclohexenones as natural product scaffolds with suitable properties for killing Gram-negative Salmonella.

Synthesis of OSW-1 derivatives by site-selective acylation and their biological evaluation

A strategy to site-selectively monoacylate an antitumor saponin OSW-1 was developed using an organotin reagent to rapidly access its derivatives that are useful as chemical probes. 4″-O-Acylated OSW-1 derivatives bearing a fluorophore, an alkyne tag, or biotin were prepared in good yields and were shown to maintain highly cytotoxic activity.