58093-05-3

Basic information

• Product Name: 6,10-DIOXA-SPIRO[4.5]DECANE-7,9-DIONE
• Synonyms: 6,10-DIOXA-SPIRO[4.5]DECANE-7,9-DIONE;Cyclopentylidene malonate
• CAS NO: 58093-05-3
• Molecular Formula: C₈H₁₀O₄
• Molecular Weight: 170.16
• EINECS: 604-604-1
• Mol File: 58093-05-3.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 444.3 °C at 760 mmHg
• Flash Point: 245.6 °C
• Appearance: /
• Density: 1.3 g/cm³
• Vapor Pressure: 4.33E-08mmHg at 25°C
• Refractive Index: 1.503
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 6,10-DIOXA-SPIRO[4.5]DECANE-7,9-DIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 6,10-DIOXA-SPIRO[4.5]DECANE-7,9-DIONE(58093-05-3)
• EPA Substance Registry System: 6,10-DIOXA-SPIRO[4.5]DECANE-7,9-DIONE(58093-05-3)

Safety Data

• Hazardous Substances Data: 58093-05-3(Hazardous Substances Data)

Usage

General Description

6,10-Dioxa-spiro[4.5]decane-7,9-dione, also known as 1,4,8,11-tetraoxaspiro[4.5]decane-6,10-dione, is a chemical compound with a spiro-structured backbone containing two oxygen atoms. It is a cyclic five-membered compound with two spiro-oxirane rings and two ketone groups at the 7 and 9 positions. This chemical is often used as a building block in the synthesis of various organic compounds and can also serve as a precursor for the construction of more complex molecular structures. It may have applications in pharmaceuticals, agrochemicals, and materials science due to its unique structural features. Its properties can be further investigated for potential uses in various fields.

InChI:InChI=1/C8H10O4/c9-6-5-7(10)12-8(11-6)3-1-2-4-8/h1-5H2

Upstream product

• 2033-24-1 cycl-isopropylidene malonate 
• 120-92-3 cyclopentanone 
• 141-82-2 malonic acid 
• 7664-93-9 sulfuric acid 
• 108-24-7 acetic anhydride 

Relevant articles and documents

Multicomponent Catalytic Enantioselective Synthesis of Isoxazolidin-5-Ones

We report herein a strategy to afford a multicomponent catalytic enantioselective synthesis of β-substituted isoxazolidin-5-ones via a KMC process promoted by a suited cupreine used as bifunctional organocatalyst. The hydroxamic acid component, with a ste

A Novel 18F-Labeled Radioligand for Positron Emission Tomography Imaging of 11β-Hydroxysteroid Dehydrogenase (11β-HSD1): Synthesis and Preliminary Evaluation in Nonhuman Primates

11β-Hydroxysteroid dehydrogenase type 1 (11β-HSD1) catalyzes the conversion of cortisone to cortisol and controls a key pathway in the regulation of stress. Studies have implicated 11β-HSD1 in metabolic diseases including type 2 diabetes and obesity, as well as stress-related disorders and neurodegenerative diseases, such as depression and Alzheimer's disease (AD). We have previously developed [11C]AS2471907 as a PET radiotracer to image 11β-HSD1 in the brain of nonhuman primates and humans. However, the radiosynthesis of [11C]AS2471907 was unreliable and low-yielding. Here, we report the development of the 18F-labeled version [18F]AS2471907, including the synthesis of two iodonium ylide precursors and the optimization of 18F-radiosynthesis. Preliminary PET experiments, composed of a baseline scan of [18F]AS2471907 and a blocking scan with the reversible 11β-HSD1 inhibitor ASP3662 (0.3 mg/kg), was also conducted in a rhesus monkey to verify the pharmacokinetics of [18F]AS2471907 and its specific binding in the brain. The iodonium ylide precursors were prepared in a seven-step synthetic route with an optimized overall yield of 7sim;2%. [18F]AS2471907 was synthesized in good radiochemical purity, with the ortho regioisomer of iodonium ylide providing greater radiochemical yield as compared with the para regioisomer. In monkey brain, [18F]AS2471907 displayed high uptake and heterogeneous distribution, while administration of the 11β-HSD1 inhibitor ASP3662 significantly reduced radiotracer uptake, thus demonstrating the binding specificity of [18F]AS2471907. Given the longer half-life of F-18 and feasibility for central production and distribution, [18F]AS2471907 holds great promise to be a valuable PET radiotracer to image 11β-HSD1 in the brain.

IODINE(III)-MEDIATED RADIOFLUORINATION

A process for fluorination of aromatic compounds employing iodonium ylides and applicable to radiofluorination using 18F is described. Processes, intermediates, reagents and radiolabelled compounds are described.