221342-48-9

Basic information

• Product Name: SPIRO[3.5]NONANE-6,8-DIONE
• Synonyms: SPIRO[3.5]NONANE-6,8-DIONE
• CAS NO: 221342-48-9
• Molecular Formula: C₉H₁₂O₂
• Molecular Weight: 152.19
• Mol File: 221342-48-9.mol

Chemical Properties

• Boiling Point: 299.3°C at 760 mmHg
• Flash Point: 111.8°C
• Appearance: /
• Density: 1.13g/cm³
• Vapor Pressure: 0.0012mmHg at 25°C
• Refractive Index: 1.504
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: SPIRO[3.5]NONANE-6,8-DIONE(CAS DataBase Reference)
• NIST Chemistry Reference: SPIRO[3.5]NONANE-6,8-DIONE(221342-48-9)
• EPA Substance Registry System: SPIRO[3.5]NONANE-6,8-DIONE(221342-48-9)

Safety Data

• Hazardous Substances Data: 221342-48-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
SPIRO[3.5]NONANE-6,8-DIONE is used as a versatile intermediate in the pharmaceutical industry for producing various derivatives with potential biological activities. Its unique structure allows for the creation of compounds that can be further utilized in medicinal chemistry for the development of new drugs.
Used in Fragrance Industry:
In the fragrance industry, SPIRO[3.5]NONANE-6,8-DIONE is employed as a building block for synthesizing complex and unique scents. Its ability to contribute to the creation of novel fragrances makes it an important component in the development of new perfumes and scented products.
Used as a Flavoring Agent:
SPIRO[3.5]NONANE-6,8-DIONE is used as a flavoring agent in the food and beverage industry. Its unique chemical properties can contribute to the development of new tastes and enhance the flavor profiles of various products, providing a distinct advantage in the creation of innovative food and drink offerings.
Used in Organic Synthesis:
As a building block in organic synthesis, SPIRO[3.5]NONANE-6,8-DIONE is utilized for the synthesis of a wide range of chemical compounds. Its reactivity and structural features make it an essential component in the development of new chemical entities for various applications across different industries.

InChI:InChI=1/C9H12O2/c10-7-4-8(11)6-9(5-7)2-1-3-9/h1-6H2

Upstream product

• 27741-65-7 α-(ethoxycarbonyl)methylenecyclobutane 
• 105-50-0 diethyl 1,3-acetonedicarboxylate 
• 67223-98-7 1-cyclobutylidene-propan-2-one 
• 108-59-8 malonic acid dimethyl ester 
• 221342-49-0 spiro[3.5]non-7-en-6-one 

Downstream Products

• 74064-35-0 spiro[3.5]nonan-6-one 
• 1104812-18-1 8-(benzhydrylamino)-spiro[3.5]non-7-en-6-one 

Relevant articles and documents

Short and tandem syntheses of spiro[2.5]octane-5,7-dione and spiro[3.5]nonane-6,8-dione via diethyl acetonedicarboxylate

A general synthetic route to spiro[2.5]octane-5,7-dione and spiro[3.5]nonane-6,8-dione that involves cyclization of the related acrylates and diethyl acetonedicarboxylate, followed by decarboxylation, has been developed. Compared with previous synthetic methods, the developed protocol avoids the use of column chromatography in each of the synthetic steps. Therefore, it can be readily scaled-up. The use of diethyl acetonedicarboxylate under mild conditions to build the skeleton of 1,3-cyclohexanedione has proved to be very efficient.

Process Development and Pilot Plant Scale Synthesis of Spiro[3.5]nonane-6, 8-dione

A two step synthesis of spiro[3.5]nonane-6,8-dione is reported which allows the production of the target molecule on a pilot plant scale. The first step of the process comprises the epoxidation of spiro[3.5]non-7-en-6-one mediated by sodium perborate. Here, the use of sodium perborate proved beneficial over the standard protocols employing hydrogen peroxide since a much safer process was accomplished. The resulting crude epoxide was subsequently submitted to a palladium-catalyzed rearrangement to afford spiro[3.5]nonane-6,8- dione in 26% overall yield.

COMPOUND USED AS AUTOPHAGY REGULATOR, AND PREPARATION METHOD THEREFOR AND USES THEREOF

It is related to compounds used as autophagy modulators and a method for preparing and using the same, specifically providing a compound of general formula (I), or pharmaceutically acceptable salts thereof, which is a type of autophagy modulators, particularly mammalian ATG8 homologues modulators.

BICYCLIC IMIDAZOLE DERIVATIES USEFUL FOR THE TREATMENT OF RENAL DISEASE, CARDIOVASCULAR DISEASES AND FIBROTIC DISORDERS

The present invention relates to compounds of formula I: and pharmaceutically acceptable salts thereof, wherein R1, R2, R3, R4, R5 and n are as defined herein. The invention also relates to pharmaceutical compositions comprising these compounds, methods of using these compounds in the treatment of various diseases and disorders, processes for preparing these compounds and intermediates useful in these processes.

N-(PHENYLSULFONYL)BENZAMIDES AND RELATED COMPOUNDS AS BCL-2 INHIBITORS

The present disclosure provides compounds having Formula I-A: and the pharmaceutically acceptable salts and solvates thereof, wherein A, X1 , X2, X3 R1a, R1b E, and = are as defined as set forth in the specification. The present disclosure also provides compounds of Formula I-A for use to treat a disease, disorder, or condition responsive to Bc1-2 protein inhibition such as cancer.

NOVEL PROCESS FOR PREPARATION OF SPIRO[2.5]OCTANE-5,7-DIONE AND SPIRO[3.5]NONANE-6,8-DIONE

This invention relates to methods for the synthesis of spiro[2.5]octane-5, 7-dione and spiro[3.5]nonane-6, 8-dione which are useful as intermediates in the manufacture of pharmaceutically active ingredients.

ALDOSTERONE SYNTHASE INHIBITORS

The present invention relates to compounds of formula I: and pharmaceutically acceptable salts thereof, wherein X, R1, R2 and R3 are as defined herein. The invention also relates to pharmaceutical compositions comprising these compounds, methods of using these compounds in the treatment of various diseases and disorders, processes for preparing these compounds and intermediates useful in these processes.

Stereoselective Mukaiyama-Michael/Michael/aldol domino cyclization as the key step in the synthesis of pentasubstituted arenes: An efficient access to highly active inhibitors of cholesteryl ester transfer protein (CETP)

Seemingly heartbreaking for a stereochemist, the one-step selective construction of a stereopentad and its prompt destruction by aromatization has been proven to be an efficient strategy for the synthesis of fivefold substituted, pharmacologically highly active arenes (see scheme).