56017-85-7

Usage

Uses

Used in Chemical Synthesis:
1,3-Dioxolane, 4-ethynyl-2,2-dimethyl-, (4S)(9CI) is used as a reagent for the synthesis of red-emissive fluorophores and near-infrared (NIR) dyes. Its unique structure allows for the creation of these specialized dyes, which have various applications in different industries.
Used in Analytical Chemistry:
In the field of analytical chemistry, 1,3-Dioxolane, 4-ethynyl-2,2-dimethyl-, (4S)(9CI) can be employed as a component in the development of novel detection methods and imaging techniques, taking advantage of the red-emissive properties of the synthesized fluorophores.
Used in Pharmaceutical Industry:
1,3-Dioxolane, 4-ethynyl-2,2-dimethyl-, (4S)(9CI) may also find use in the pharmaceutical industry, where the synthesized NIR dyes can be utilized for various diagnostic and therapeutic applications, such as in the tracking of drug delivery and monitoring of biological processes.
Used in Material Science:
In material science, 1,3-Dioxolane, 4-ethynyl-2,2-dimethyl-, (4S)(9CI) and its derived products can be used in the development of advanced materials with specific optical properties, such as light-emitting devices or sensors.
Overall, 1,3-Dioxolane, 4-ethynyl-2,2-dimethyl-, (4S)(9CI) is a versatile compound with a wide range of potential applications across various industries, including chemical synthesis, analytical chemistry, pharmaceuticals, and material science. Its unique structural properties make it a valuable reagent for the development of red-emissive fluorophores and NIR dyes, which can be utilized in numerous applications.

Upstream product

• 56017-84-6 4-(2,2-Dibromoethenyl)-2,2-dimethyl-1,3-dioxolane 
• 90965-06-3 dimethyl 1-(1-diazo-2-oxopropyl)phosphonate 
• 5736-03-8 (d,l) isopropylidene glyceraldehyde 
• 1707-77-3 1,2:5,6-di-O-isopropylidene-D-mannitol 
• 15186-48-8 2,3-isopropylidene-glyceraldehyde 
• 145397-30-4 C₈H₂₁N₄PSi 
• 22323-80-4 (4S)-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde 
• 60456-21-5 methyl (4S)-2,2-dimethyl-1,3-dioxolane-4-carboxylate 
• 52373-72-5 methyl (R)-2,2-dimethyl-1,3-dioxolane-4-carboxylate 
• 56017-84-6 (4S)-4-(2,2-dibromoethenyl)-2,2-dimethyl-1,3-dioxolane 

Downstream Products

• 532402-41-8 2-[(E)-2-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-vinyl]-4,4,5,5-tetraphenyl-[1,3,2]dioxaborolane 
• 1413383-43-3 (2R,3R,4R,5R,6S)-3,4-bis(benzyloxy)-2-[(benzyloxy)methyl]-6-[(S)-2',2'-dimethyl-1',3'-dioxolan-4'-yl]-1-azabicyclo[3.2.0]heptan-7-one 
• 1413383-45-5 (2R,3R,4R,5R,6R)-3,4-bis(benzyloxy)-2-[(benzyloxy)methyl]-6-[(S)-2',2'-dimethyl-1',3'-dioxolan-4'-yl]-1-azabicyclo[3.2.0]heptan-7-one 
• 1413382-75-8 (2S,3S,4S,5S,6R)-3,4-bis(benzyloxy)-2-[(benzyloxy)methyl]-6-[(S)-2',2'-dimethyl-1',3'-dioxolan-4'-yl]-1-azabicyclo[3.2.0]heptan-7-one 
• 1413382-77-0 (2S,3S,4S,5S,6S)-3,4-bis(benzyloxy)-2-[(benzyloxy)methyl]-6-[(S)-2',2'-dimethyl-1',3'-dioxolan-4'-yl]-1-azabicyclo[3.2.0]heptan-7-one 
• 1413382-79-2 (2S,3S,4S,5R,6S)-3,4-bis(benzyloxy)-2-[(benzyloxy)methyl]-6-[(S)-2',2'-dimethyl-1',3'-dioxolan-4'-yl]-1-azabicyclo[3.2.0]heptan-7-one 
• 1413382-71-4 (2S,3S,5R,6R)-3-(benzyloxy)-2-[(benzyloxy)methyl]-6-[(S)-2',2'-dimethyl-1',3'-dioxolan-4'-yl]-1-azabicyclo[3.2.0]heptan-7-one 
• 330652-60-3 (4S,5S,4''S)-2-[(E)-2-(2,2-Dimethyl-1,3-dioxolan-4-yl)ethenyl]-4,5-bis(methoxydiphenylmethyl)-1,3,2-dioxaborolane 
• 216971-50-5 C₃₄H₃₅N₂O₅P 
• 330652-59-0 (4R,5R,4''S)-2-[(E)-2-(2,2-Dimethyl-1,3-dioxolan-4-yl)ethenyl]-4,5-bis(methoxydiphenylmethyl)-1,3,2-dioxaborolane 

Relevant academic research and scientific papers

Total Synthesis of Oxidized Phospholipids. 3. The (11E)-9-Hydroxy-13-oxotridec-11-enoate Ester of 2-Lysophosphatidylcholine

A total synthesis of (11E)-9-hydroxy-13-oxotridec-11-enoate ester of 2-lysophosphatidylcholine (HOT-PC) was devised to facilitate identification of this oxidized phospholipid. A lactone, 8-(3-oxo-1H,6H-2-oxinyl)octanoic acid (1), believed to be generated through an intermediate (11E)-9-hydroxy-13-oxotridec-11-enoic acid (HOT), is produced upon autoxidation of linoleic acid. A synthesis of lactone 1 methyl ester was accomplished from HOT involving a novel trans-cis isomerization that is driven to completion by cyclization to a hemiacetal. An alternative route to this carbon skeleton was also acheived that provides the lactone 1 itself.

An improved synthesis of (+)-3,4-O-isopropylidene butyne

(+)-3,4-O-isopropylidene butyne (1) has been prepared in 81% isolated yield from (+)-2,3-isopropylidene-D-glyceraldehyde (2) using a modified Corey-Fuchs procedure.

RAPIDLY ACCELERATING FIBROSARCOMA PROTEIN DEGRADING COMPOUNDS AND ASSOCIATED METHODS OF USE

Bifunctional compounds, which find utility as modulators of Rapidly Accelerated Fibrosarcoma (Raf, such as c-Raf, A-Raf, and/or B-Raf), are described herein. In particular, the hetero-bifunctional compounds of the present disclosure contain on one end a moiety that binds to the cereblon E3 ubiquitin ligase and on the other end a moiety which binds Raf, such that the target protein is placed in proximity to the ubiquitin ligase to effect degradation (and inhibition) of target protein. The hetero-bifunctional compounds of the present disclosure exhibit a broad range of pharmacological activities associated with degradation/inhibition of target protein. Diseases or disorders that result from aberrant regulation of the target protein are treated or prevented with compounds and compositions of the present disclosure.

The Role of Trichloroacetimidate to Enable Iridium-Catalyzed Regio- And Enantioselective Allylic Fluorination: A Combined Experimental and Computational Study

Asymmetric allylic fluorination has proven to be a robust and efficient methodology with potential applications for the development of pharmaceuticals and practical synthesis for 18F-radiolabeling. A combined computational (dispersion-corrected

Diastereoselective synthesis of β-lactams via Kinugasa reaction of acyclic chiral nitrones

An approach to β-lactams via a Kinugasa reaction between chiral copper acetylides and chiral acyclic nitrones bearing either 1,3-dioxane or 1,3-dioxolane moieties is reported. The stereochemical preferences observed in these reactions are discussed. The reaction provides access to a variety of interesting β-lactam structures. Electronic circular dichroism in combination with NMR spectroscopy was shown to be a useful and effective method for the reliable determination of the absolute configuration of all components of a complex mixtures of azetidinones. The effectiveness of the chiral analysis of complex mixtures was demonstrated for HPLC coupled on-line with electronic circular dichroism detection as well.

Synthesis, structure and pyrolysis of stabilised phosphonium ylides containing saturated oxygen heterocycles

A range of twelve stabilised phosphonium ylides containing tetrahydrofuran, tetrahydropyran or 2,2-dimethyl-1,3-dioxolane rings have been prepared and fully characterised, including one X-ray structure determination of each type. The X-ray structures confirm the P=C and C=O functions to be syn and all the compounds undergo thermal extrusion of Ph3PO to give the corresponding alkynes. In some cases there is also competing loss of Ph3P to give different carbene-derived products and evidence has been obtained for the generation of 2-phenyloxete in this way. Raising the pyrolysis temperature leads in several cases to new secondary reactions of the alkyne products involving a sequence of alkyne to vinylidene isomerisation, intramolecular CH insertion, and retro Diels Alder reaction.

A versatile route to polythiophenes with functional pendant groups using alkyne chemistry

A new versatile polythiophene building block, 3-(3,4-ethylenedioxythiophene)prop-1-yne (pyEDOT) (3), is prepared from glycidol in four steps in 28% overall yield. pyEDOT features an ethynyl group on its ethylenedioxy bridge, allowing further functionalization by alkyne chemistry. Its usefulness is demonstrated by a series of functionalized polythiophene derivatives that were obtained by pre- and post-electropolymerization transformations, provided by the synthetic ease of the Sonogashira coupling and click chemistry.

Self-Assembly of Disorazole C1 through a One-Pot Alkyne Metathesis Homodimerization Strategy

Abstract Alkyne metathesis is increasingly explored as a reliable method to close macrocyclic rings, but there are no prior examples of an alkyne-metathesis-based homodimerization approach to natural products. In this approach to the cytotoxic C2-symmetric marine-derived bis(lactone) disorazole C1, a highly convergent, modular strategy is employed featuring cyclization through an ambitious one-pot alkyne cross-metathesis/ring-closing metathesis self-assembly process.

Model studies toward a synthesis of asperaculin A: Exploration of iterative intramolecular Pauson-Khand reaction based strategies to access the dioxa[5.5.5.6]fenestrane framework

A concise strategy, involving tandem intramolecular Pauson-Khand reactions (IPKRs) on a readily available ene-diyne precursor, to access the dioxa-fenestrane framework is delineated.

Practical one-pot synthesis of protected l-glyceraldehyde derivatives

A large-scale, simple, economic, and safe procedure for the preparation of l-glyceraldehyde acetonide under conditions, which allow its direct transformation (one-pot) into the desired products (acetylene, imine, nitrone, unsaturated ester) is reported. l-Glyceraldehyde acetonide is obtained from the corresponding ester, which is readily available from l-serine. Georg Thieme Verlag Stuttgart New York.