32122-11-5

Usage

Chemical Properties

White solid

InChI:InChI=1/C15H14O3/c1-17-15(16)13-7-9-14(10-8-13)18-11-12-5-3-2-4-6-12/h2-10H,11H2,1H3

Upstream product

• 100-44-7 benzyl chloride 
• 99-76-3 methyl 4-hydroxylbenzoate 
• 100-39-0 benzyl bromide 
• 67-56-1 methanol 
• 4397-53-9 p-benzyloxybenzaldehyde 
• 500891-82-7 benzyl 4-methoxyphenyl carbonate 
• 302569-86-4 benzyl 4-(methoxycarbonyl)phenyl carbonate 
• 13326-10-8 benzyl methyl carbonate 
• 20269-55-0 methyl-4-hydroxybenzoate anion 
• 1589-82-8 phenylmagnesium bromide 
• 1486-50-6 4-(benzyloxy)benzoic acid chloride 
• 836-43-1 4-benzyloxybenzyl alcohol 
• 19578-68-8 4-(4-benzyloxyphenyl) iodide 
• 540-38-5 p-Iodophenol 

Downstream Products

• 1486-51-7 p-(benzyloxy)benzoic acid 
• 128958-65-6 4-benzyloxyphenylhydrazide 
• 50816-33-6 4-benzyloxybenzaldehyde 
• 58995-82-7 2-(4-benzyloxyphenyl)-1H-indole 
• 24262-66-6 methyl 4-acetoxybenzoate 
• 1206167-86-3 C₆₁H₇₂O₁₂ 
• 791849-99-5 1-(4-hydroxybenzoyloxy)phenylene-3-(4-n-dodecyloxybenzoyloxy-4-benzoate) 
• 791849-98-4 1-(4-benzyloxybenzoyloxy)phenylene-3-(4-n-dodecyloxybenzoyloxy-4-benzoate) 
• 1227068-40-7 benzothiazol-2-yl-[4-(3-chloro-pyrazin-2-yloxy)-phenyl]methanone 
• 1227065-83-9 benzo[d]thiazol-2-yl(4-(3-morpholinopyrazin-2-yloxy)phenyl)methanone 
• 148731-13-9 4-butoxyphenyl 4-(benzyloxy)benzoate 
• 148731-15-1 4-hexyloxyphenyl 4-(benzyloxy) benzoate 
• 148731-17-3 4-octyloxyphenyl 4-(benzyloxy)benzoate 
• 148731-19-5 4-decyloxyphenyl 4-(benzyloxy)benzoate 

Relevant academic research and scientific papers

AUTOMATED DIAZOMETHANE GENERATOR, REACTOR AND SOLID PHASE QUENCHER

An automated apparatus (Diazo-M-pen and Diazo-M-cube) for production, utilization and quenching of highly toxic diazomethane comprising of integrated pumps, tubular flow reactor, liquid-liquid micro-separator, solid MOF quencher etc.

A “universal” catalyst for aerobic oxidations to synthesize (hetero)aromatic aldehydes, ketones, esters, acids, nitriles, and amides

Functionalized (hetero)aromatic compounds are indispensable chemicals widely used in basic and applied sciences. Among these, especially aromatic aldehydes, ketones, carboxylic acids, esters, nitriles, and amides represent valuable fine and bulk chemicals, which are used in chemical, pharmaceutical, agrochemical, and material industries. For their synthesis, catalytic aerobic oxidation of alcohols constitutes a green, sustainable, and cost-effective process, which should ideally make use of active and selective 3D metals. Here, we report the preparation of graphitic layers encapsulated in Co-nanoparticles by pyrolysis of cobalt-piperazine-tartaric acid complex on carbon as a most general oxidation catalyst. This unique material allows for the synthesis of simple, functionalized, and structurally diverse (hetero)aromatic aldehydes, ketones, carboxylic acids, esters, nitriles, and amides from alcohols in excellent yields in the presence of air.

Electro-Oxidative Selective Esterification of Methylarenes and Benzaldehydes

A mild and green electro-oxidative protocol to construct aromatic esters from methylarenes and alcohols is herein reported. Importantly, the reaction is free of metals, chemical oxidants, bases, acids, and operates at room temperature. Moreover, the design of the electrolyte was found critical for the oxidation state and structure of the coupling products, a rarely documented effect. This electro-oxidative coupling process also displays exceptional tolerance of many fragile easily oxidized functional groups such as hydroxy, aldehyde, olefin, alkyne, as well as neighboring benzylic positions. The enantiomeric enrichment of some chiral alcohols is moreover preserved during this electro-oxidative coupling reaction, making it overall a promising synthetic tool.

Design and biological evaluation of phenyl imidazole analogs as hedgehog signaling pathway inhibitors

The hedgehog (Hh) signaling pathway is involved in diverse aspects of cellular events. Aberrant activation of Hh signaling pathway drives oncogenic transformation for a wide range of cancers, and it is therefore a promising target in cancer therapy. In the principle of association and ring-opening, we designed and synthesized a series of Hh signaling pathway inhibitors with phenyl imidazole scaffold, which were biologically evaluated in Gli-Luc reporter assay. Compound 25 was identified to possess high potency with nanomolar IC50, and moreover, it preserved the inhibition against wild-type and drug-resistant Smo-overexpressing cells. A molecular modeling study of compound 25 expounded its binding mode to Smo receptor, providing a basis for the further structural modification of phenyl imidazole analogs.

Multichiral liquid crystals based on terphenyl core laterally substituted by chlorine atom

We designed a new type of antiferroelectric liquid crystalline structure with versatile properties. For this purpose, we modified the previously studied liquid crystalline compounds based on terphenyl molecular core laterally substituted with a chlorine atom. Two lactate units were attached to the chiral chain with the aim to support antiferroelectric structures. We studied the mesomorphic properties of new compounds by means of texture observations under a polarised light microscope, by dielectric spectroscopy and electro-optical measurements. To confirm the phase identification, x-ray measurements were performed. We found that the studied compounds revealed a SmA*-SmC* phase sequence in a broad temperature range. We proved an antiferroelectric phase with orthoconic properties for selected structural modifications. Such valuable optical properties with the tilt angle about 45° promise a big potential for applications.

Cannabidiol derivative, preparation method and application thereof

The invention discloses a cannabidiol derivative, a preparation method and application thereof, and belongs to the technical field of medicinal chemistry, wherein the cannabidiol derivative is obtained by taking cannabidiol as a main body through a synthesis means, and an anti-tumor activity determination result shows that the cannabidiol derivative prepared by the invention has an inhibition effect on lung cancer cell strains, human breast cancer cell strains, nasopharynx cancer and drug-resistant strains thereof.

Enabling Metallophotoredox Catalysis in Parallel Solution-Phase Synthesis Using Disintegrating Reagent Tablets

Compressed tablets containing a mixture of a photocatalyst, a nickel catalyst, an inorganic base, and an inert excipient are employed as a fast, safe, and user-friendly chemical delivery system for two different metallophotoredox-catalyzed reactions. This delivery method simplifies the preparation of compound libraries using photoredox chemistry in a parallel setting. The reagent tablets were successfully applied to late-stage functionalization of drug-like intermediates. These tablets can be prepared with various reagents and catalysts in different sizes and be stored on the bench thanks to blister packaging.

Design of Hydrazide-Bearing HDACIs Based on Panobinostat and Their p53 and FLT3-ITD Dependency in Antileukemia Activity

Here, we present a new series of hydrazide-bearing class I selective HDAC inhibitors designed based on panobinostat. The cap, linker, and zinc-binding group were derivatized to improve HDAC affinity and antileukemia efficacy. Lead inhibitor 13a shows picomolar or low nanomolar IC50 values against HDAC1 and HDAC3 and exhibits differential toxicity profiles toward multiple cancer cells with different FLT3 and p53 statuses. 13a indirectly inhibits the FLT3 signaling pathway and down-regulates master antiapoptotic proteins, resulting in the activation of pro-caspase3 in wt-p53 FLT3-ITD MV4-11 cells. While in the wt-FLT3 and p53-null cells, 13a is incapable of causing apoptosis at a therapeutic concentration. The MDM2 antagonist and the proteasome inhibitor promote 13a-triggered apoptosis by preventing p53 degradation. Furthermore, we demonstrate that apoptosis rather than autophagy is the key contributing factor for 13a-triggered cell death. When compared to panobinostat, 13a is not mutagenic and displays superior in vivo bioavailability and a higher AUC0-inf value.

Photoconductive bent-core liquid crystalline radicals with a paramagnetic polar switchable phase

A series of self-organizing bent-core derivatives 1[12,n], containing a highly π-delocalized stable radical as the central angular structural element, is described. The planarity of the open-shell core permits efficient π-π stacking, which results in the formation of B2 and soft crystalline phases above 100 °C. Optical, XRD and dielectric analyses of 1[12,12] indicate that the ground state of the observed B2 phase is polar antiferroelectric of type SmCAPA exhibiting tristable electro-optical switching. SQUID and EPR measurements revealed strong antiferromagnetic spin-spin exchange interactions below the isotropic phase, which have been estimated at θ = -46 cm-1 with the Curie-Weiss law. Transient photoconductivity was observed in the B2 phase with a hole carrier mobility μh of 1.4 × 10-4 cm2 V-1 s-1

Methoxylation of Acyl Fluorides with Tris(2,4,6-trimethoxyphenyl)phosphine via C-OMe Bond Cleavage under Metal-Free Conditions

Acyl fluorides are subjected to methoxylation with tris(2,4,6-trimethoxyphenyl)phosphine (TMPP) to afford the corresponding methyl esters in good to excellent yields. This transformation is featured by C(sp2)-OMe bond cleavage under metal-free conditions. Unprecedented utilization of TMPP as a methoxylating agent realized the installation of an OMe group into the desired products.