68278-51-3

Usage

Uses

Used in Organic Synthesis:
8-bromo-1,4-dioxaspiro[4.5]decane is used as a building block for the synthesis of various organic compounds. Its structural features make it a valuable intermediate in the creation of complex organic molecules.
Used in Material Development:
Due to its unique spiro structure, 8-bromo-1,4-dioxaspiro[4.5]decane is used as a component in the development of new materials. Its properties can be leveraged to enhance material characteristics such as stability and reactivity.
Used in Pharmaceutical Industry:
8-bromo-1,4-dioxaspiro[4.5]decane is used as a starting material for the synthesis of pharmaceuticals. Its chemical reactivity and structural attributes make it suitable for the creation of new drug candidates, potentially leading to advancements in medicinal chemistry.

Upstream product

• 22428-87-1 4,4-ethylenedioxycyclohexan-1-ol 
• 4746-97-8 cyclohexanedione monoethylene ketal 

Downstream Products

• 1081110-86-2 8-(2,6-dimethylphenyl)-1,4-dioxaspiro[4,5]decane 
• 5309-15-9 8-(4-methoxyphenyl)-1,4-dioxaspiro[4.5]decane 
• 1072709-39-7 ethyl 2-{4-[hydroxyl(3-isopropoxy-4-methoxyphenyl)methyl]cyclohexylidene}acetate 
• 1072709-37-5 4-[hydroxyl(3-isopropoxy-4-methoxyphenyl)methyl]cyclohexanone 
• 1373335-02-4 8-(2-phenylallyl)-1,4-dioxaspiro[4.5]decane 
• 1072709-35-3 4,4-(ethylenedioxy)cyclohexyl(3-isopropoxy-4-methoxyphenyl)methanol 

Relevant academic research and scientific papers

Ni-Catalyzed Formal Cross-Electrophile Coupling of Alcohols with Aryl Halides

Direct coupling of unactivated alcohols remains a challenge in current synthetic chemistry. We herein demonstrate a strategy building upon in situ halogenation/reductive coupling of alcohols with aryl halides to forge Csp2-Csp3 bonds. The combination of 2-chloro-3-ethylbenzo[d]oxazol-3-ium salt (CEBO) and TBAB as the mild bromination reagents enables rapid transformation of a wide range of alcohols to their bromide counterparts within one to 5 min in CH3CN and DMF, which is compatible with the Ni-catalyzed cross-electrophile coupling conditions in the presence of a chemical reductant. The present method is suitable for arylation of a myriad of structurally complex alcohols with no need for prepreparation of alkyl halides. More importantly, the mild and kinetically rapid bromination process has shown good selectivity in the bromination/arylation of symmetric diols and less sterically hindered hydroxyl groups in polyols, thus offering promise for selective functionalization of diols and polyols without laborious protecting/deprotecting operations. The practicality of this work is also evident in the arylation of a number of carbohydrates, drug compounds, and naturally occurring alcohols.

Electroreductive Carbofunctionalization of Alkenes with Alkyl Bromides via a Radical-Polar Crossover Mechanism

Electrochemistry grants direct access to reactive intermediates (radicals and ions) in a controlled fashion toward selective organic transformations. This feature has been demonstrated in a variety of alkene functionalization reactions, most of which proceed via an anodic oxidation pathway. In this report, we further expand the scope of electrochemistry to the reductive functionalization of alkenes. In particular, the strategic choice of reagents and reaction conditions enabled a radical-polar crossover pathway wherein two distinct electrophiles can be added across an alkene in a highly chemo- and regioselective fashion. Specifically, we used this strategy in the intermolecular carboformylation, anti-Markovnikov hydroalkylation, and carbocarboxylation of alkenes - reactions with rare precedents in the literature - by means of the electroreductive generation of alkyl radical and carbanion intermediates. These reactions employ readily available starting materials (alkyl halides, alkenes, etc.) and simple, transition-metal-free conditions and display broad substrate scope and good tolerance of functional groups. A uniform protocol can be used to achieve all three transformations by simply altering the reaction medium. This development provides a new avenue for constructing Csp3-Csp3 bonds.

THERAPEUTIC COMPOUNDS AND COMPOSITIONS

Compounds of general formula (I) and compositions comprising compounds of general formula (I) that modulate pyruvate kinase are described herein. Also described herein are methods of using the compounds that modulate pyruvate kinase in the treatment of diseases.

PYRAZINE COMPOUNDS AS PHOSPHODIESTERASE 10 INHIBITORS

Pyrazine compounds, and compositions containing them, and processes for preparing such compounds. Provided herein also are methods of treating disorders or diseases treatable by inhibition of PDE10, such as obesity, non-insulin dependent diabetes, schizophrenia, bipolar disorder, obsessive-compulsive disorder, and the like.

NON-STEROIDAL COMPOUNDS

The present invention relates to non-steroidal compounds useful in the treatment of inflammatory conditions and pharmaceutical compositions comprising them. A representative example of these compounds is formula (III).

Novel 4-(4-aryl)cyclohexyl-1-(2-pyridyl)piperazines as Δ8- Δ7 sterol isomerase (emopamil binding protein) selective ligands with antiproliferative activity

To find Δ8-Δ7 sterol isomerase (EBP) selective ligands, various arylpiperazines previously studied and structurally related to some σ receptors ligands were preliminarily screened. Consequently, a novel series of 2- or 2,6-disubstitu

Insecticidal substituted-2,4-diamino-5,6,7,8-tetrahydroquinazolines

There is provided an insecticidal composition comprising, in admixture with an agriculturally acceptable carrier, an insecticidally effective amount of a tetrahydroquinazoline compound of the formula STR1 wherein R, R1, R2, R3, R5, R6, R7, R8, and R9 are as defined herein, and methods of using the same. Certain novel substituted-phenyl tetrahydroquinazoline compounds per se are also identified.