72041-59-9

Usage

Uses

Used in Organic Chemistry Research:
4-Tetrahydropyranoxy-2-Hydroxybenzaldehyde is used as a reactant or intermediate for the synthesis of more complex molecules in organic chemistry research. Its unique structure allows for potential applications in the development of new compounds with specific properties.
Used in Chemical Industry:
In the chemical industry, 4-Tetrahydropyranoxy-2-Hydroxybenzaldehyde may be employed as a building block for the production of various chemical products. Its specialized structure could be utilized in the creation of novel materials or pharmaceuticals, depending on the industry's requirements.

InChI:InChI=1/C12H14O4/c13-8-9-4-5-10(7-11(9)14)16-12-3-1-2-6-15-12/h4-5,7-8,12,14H,1-3,6H2

Upstream product

• 110-87-2 3,4-dihydro-2H-pyran 
• 95-01-2 2,4-Dihydroxybenzaldehyde 
• 24057-28-1 pyridinium p-toluenesulfonate 
• 142-68-7 TETRAHYDROPYRANE 

Downstream Products

• 227286-79-5 [2-formyl-5-(tetrahydro-pyran-2-yloxy)-phenoxy]-acetic acid ethyl ester 
• 926226-20-2 7-hydroxy-2H-chromene-3-carbaldehyde 
• 1196475-28-1 4-(tetrahydro-pyran-2-yloxy)-2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzaldehyde 
• 1196474-16-4 [6-(2-benzylamino-pyrimidin-4-yloxy)-1-hydroxy-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl]-acetic acid 
• 1196475-26-9 [6-(2-benzylamino-pyrimidin-4-yloxy)-1-hydroxy-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl]-acetic acid ethyl ester 
• 54158-13-3 3-(2,4-dihydroxyphenyl)-1-(thiophen-2-yl)propenone 

Relevant academic research and scientific papers

Synthesis of calamitic, liquid crystalline porphyrins with lateral aromatic branches

The lateral, electron-accepting aromatic substituent was successfully used to obtain a conformationally pure, laterally substituted liquid crystalline porphyrin. In addition, the attempt to synthesize a strapped, rod-like porphyrin showed that the planarity of the porphyrin core could be crucial in molecular design to synthesize strapped liquid crystalline porphyrin.

How Far Can We Push the Rigid Oligomers/Polymers toward Ferroelectric Nematic Liquid Crystals?

The emerging ferroelectric nematic (NF) liquid crystal is a novel 3D-ordered liquid exhibiting macroscopic electric polarization. The combination of the ultrahigh dielectric constant, strong nonlinear optical signal, and high sensitivity to the electric f

Preparation and application of near-infrared fluorescence probe (by machine translation)

The invention belongs to the field of fluorescence analysis and biological micromolecule detection, and discloses a preparation method and application of a near-infrared fluorescence probe for detecting cysteine. The near-infrared fluorescence probe CN is

Symmetry-based ligand design and evaluation of small molecule inhibitors of programmed cell death-1/programmed death-ligand 1 interaction

The development of small molecule inhibitors of PD-1/PD-L1 is eagerly anticipated for treatment of cancer. We focused on the symmetry of the ternary complex structure of reported small molecule ligands and hPD-L1 homodimers, and designed partially- or fully-symmetric compounds for more potent inhibitors. The design of the new compounds was guided by our hypothesis that the designed symmetric compound would induce a flip of sidechain of ATyr56 protein residue to form a new cavity. The designed compound 4 exhibited substantially increased binding affinity to hPD-L1, as well as PD-1/PD-L1 inhibitory activity in physiological conditions. Compound 4 also showed a dose-dependent increase in IFN-γ secretion levels in a mixed lymphocyte reaction assay. These results not only indicate the feasibility of targeting the PD-1/PD-L1 pathway with small molecules, but illustrate the applicability of the symmetry-based ligand design as an attractive methodology for targeting protein-protein interaction stabilizers.

Tetrazine-Responsive Self-immolative Linkers

Molecules that undergo activation or modulation following the addition of benign external small-molecule chemical stimuli have numerous applications. Here, we report the highly efficient “decaging” of a variety of moieties by activation of a “self-immolative” linker, by application of water-soluble and stable tetrazine, including the controlled delivery of doxorubicin in a cellular context.

TETRAZINE AS A TRIGGER TO RELEASE CAGED CARGO

There is presented a kit comprising a masked active agent and a tetrazine trigger, the masked active agent comprising an active agent connected to a masking moiety comprising a monovinyl ether or an active agent enclosed within a cage moiety comprising a monovinyl ether or an allyl group, wherein the tetrazine trigger is configured to release the active agent from the masking moiety or the cage moiety. Methods of preparing the masked active agents, and uses of the kit are also presented.

Synthesis and investigation of dihydroxychalcones as calpain and cathepsin inhibitors

In order to identify potential calpain and cathepsin inhibitors we prepared 12 dihydroxychalcone analogues and tested their ability to inhibit μ-calpain, m-calpain, cathepsins B and L. In the calpain inhibition test, compound 10 exhibited the most active

Highly enantioselective synthesis of chiral 7-ring O- and N-heterocycles by a one-pot nitro-Michael-cyclization tandem reaction

A concise enantioselective approach to synthesise medium-sized 7-ring O- and N-heterocycles has been developed. The synthetic strategy relies on an organocatalytic nitro-Michael-nitrile oxide cycloaddition tandem reaction, leading to the corresponding chiral benzoxe- and benzazepine derivatives containing an additional fused dihydroisoxazoline ring in good yields and excellent enantioselectivities (up to 97% ee).

Towards a library of chromene cannabinoids: A combinatorial approach on solid supports

A novel solid-phase synthesis towards classical cannabinoids is presented. Starting from immobilized salicylaldehydes the desired THC-analogous tricycles are obtained in four atom-economic steps including cleavage. The reagents of the employed reactions (domino oxa-Michael-aldol, Wittig, and Diels-Alder) can be varied easily, providing the basis for a combinatorial approach. Overall yields range from 20-60%. Georg Thieme Verlag Stuttgart New York.

BORON-CONTAINING SMALL MOLECULES

This invention relates to, among other items, 6-substituted benzoxaborole compounds and their use for treating bacterial infections.