22900-44-3

Usage

Uses

Used in Organic Synthesis:
2,2,7,7,12,12,17,17-octamethyl-21,22,23,24-tetraoxapentacyclo[16.2.1.1^3,6^.1^8,11^.1^13,16^]tetracosa-1(20),3,5,8,10,13,15,18-octaene is used as a key intermediate in organic synthesis for the development of new compounds with specific properties. Its complex ring structure and potential reactivity make it a valuable building block for creating novel organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2,2,7,7,12,12,17,17-octamethyl-21,22,23,24-tetraoxapentacyclo[16.2.1.1^3,6^.1^8,11^.1^13,16^]tetracosa-1(20),3,5,8,10,13,15,18-octaene is used as a starting material for the synthesis of new drug candidates. Its unique molecular structure and potential reactivity can contribute to the development of innovative therapeutic agents with improved efficacy and selectivity.
Used in Materials Science:
2,2,7,7,12,12,17,17-octamethyl-21,22,23,24-tetraoxapentacyclo[16.2.1.1^3,6^.1^8,11^.1^13,16^]tetracosa-1(20),3,5,8,10,13,15,18-octaene is utilized in materials science for the development of advanced materials with specific properties. Its complex molecular arrangement can be leveraged to create materials with unique characteristics, such as improved stability, selectivity, or reactivity, for various applications.

Upstream product

• 17920-88-6 2,2'-isopropylidenedifuran 
• 67-64-1 acetone 
• 110-00-9 furan 
• 77-76-9 2,2-dimethoxy-propane 
• 7647-01-0 hydrogenchloride 
• 64-17-5 ethanol 
• 61093-48-9 2,2-bis[5-(α,α-dimethylfurfuryl)furan-2-yl]propane 

Downstream Products

• 50451-63-3 2,2,7,7,12,12,17,17-octamethyl-21,22,23,24-tetraoxapentacyclo<16.2.1.1^3,6.1^8,11.1^13,16>tetracosane 
• 98289-51-1 C₂₈H₄₀O₄ 

Relevant academic research and scientific papers

An expedient synthesis of a new calix frame by lewis acid catalyzed cyclocondensations of ketones with different heterocyclic ring systems

A facile and highly efficient protocol has been developed for the synthesis of calix[4]pyrroles and tetraoxaquaterenes, in moderate to high yields by reaction of dialkyl or cycloalkyl ketones with pyrrole and furan catalyzed by tin (IV) chloride. Particul

Synthesis of Calixfuran Macrocycles and Evidence for Gas-phase Ammonium Ion Complexation

Furan and 2-hydroxymethylfuran reacted under Lewis acidic conditions to yield oligomeric furylmethane compounds 5 and 6.Difurylmethane 5 was also obtained via the reaction of 2-furyllithium with bromochloromethane or reaction with 2-furaldehyde, followed by in situ reduction of the resulting lithium alkoxide with sodium boranuide-trifluoroacetic acid mixture.The trimeric furan compound 6a could also be prepared from furyllithium by a similar route.Oligomers 5 and 6 were utilised for a subsequent Lewis acid-catalysed cyclisation to afford calixfurans, i.e. cyclic tetramer 2a, and small quantities of the cyclic pentamer 2b, hexamer 2c and octamer 2e.Traces of cyclic heptamer 2d could also be detected under certain conditions.Chemical ionisation mass spectrometry using ammonia gas demonstrates that the calixfurans and their acyclic precursors are capable of chelating hydrogen and ammonium ions in the gas phase.

Syntheses of Tetraoxaquaterene Derivatives

Several new dimethyl and tetramethyl tetraoxaquaterenes, 3d and 3e, have been prepared in order to synthesize the oxygen analogues of porphyrin.The reaction between furan and a ketone using an acidic catalyst gave the cyclic tetramer, tetraquaterene, and oligomers.On the other hand, in the case of furan and the aldehyde, only linear oligomers were isolated.The condensation of furan-containing dimers with carbonyl compounds, both ketone and aldehyde, except formaldehyde, gave the tetraoxaquaterene.In the case of formaldehyde, the yield of cyclic tetramer was neglijable.

Role of Metal Salts in the Synthesis of Furan-Ketone Condensation Macrocycles: An 'Apparent' Metal Template Effect

The acid-catalysed condensation of furan and acetone has been investigated by systematically varying the parameters of the reaction.The dramatic yield enhancement for macrocycles found on adding metal salts, and hitherto assumed to be due to a metal ion template effect, has now been demonstrated to result from pH effects.Optimisation of condensation reaction conditions has enabled a number of tetrameric furan-ketone macrocycles to be synthesized with improved yields and a tetrameric furan-cyclohaxanone macrocycle has been synthesized in a one-step reaction for the first time.Hexameric and octameric furan-acetone macrocycles have also been prepared.The tetrameric furan-ketone macrocycles show no binding interaction with any metal ion but the tetrameric tetrahydrofuran-acetone macrocycle binds strongly enough with LiClO4 to form an isolable 1:1 complex and gives very strongly perturbed 1H n.m.r. spectra in the cases of LiSCN and Ni(ClO4)2*6H2O.Increasing the number of donor sites, as in the hexameric furan-acetone and hexameric tetrahydrofuran-acetone macrocycle, did not lead to complexation of metal ions.

Role of Metal Salts in the Synthesis of 1,1,7,7,13,13,19,19-Octamethyl(2,5)Furanophan

The importance of pH, rather than a metal ion template effect, in the synthesis of a macrocycle is demonstrated for the first time; the results are correlated with the effect of added salts on the acidity of the reaction medium.