595-31-3

Usage

Uses

Used in Organic Synthesis:
(1S)-1,8,8-trimethyl-3-oxabicyclo[3.2.1]octane-2,4-dione is utilized as a key intermediate in organic synthesis for the creation of more complex molecules. Its unique structure and reactivity make it a versatile component in the synthesis of various organic compounds.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, (1S)-1,8,8-trimethyl-3-oxabicyclo[3.2.1]octane-2,4-dione is employed as a building block for the development of pharmaceuticals. Its distinctive properties allow it to be incorporated into the design and synthesis of novel drug candidates, potentially leading to the discovery of new treatments and therapies.
Used in Pharmaceutical Production:
(1S)-1,8,8-trimethyl-3-oxabicyclo[3.2.1]octane-2,4-dione is used as an intermediate in the production of pharmaceuticals. Its role in the synthesis of complex molecules contributes to the development of new drugs and the improvement of existing medications, enhancing their efficacy and safety.
Used in Fine Chemicals Industry:
(1S)-1,8,8-trimethyl-3-oxabicyclo[3.2.1]octane-2,4-dione also finds application in the fine chemicals industry, where it is used as a crucial intermediate for the synthesis of specialty chemicals. Its unique properties enable the production of high-quality fine chemicals for various applications, including but not limited to, fragrances, dyes, and other specialty products.

InChI:InChI=1/C10H14O3/c1-9(2)6-4-5-10(9,3)8(12)13-7(6)11/h6H,4-5H2,1-3H3/t6?,10-/m1/s1

Upstream product

• 560-09-8 (1S,3R)-(-)-camphoric acid 
• 560-07-6 (1S,3S)-(+)-1,2,2-trimethylcyclopentane-1,3-dicarboxylic acid 
• 64474-54-0 (-)-(1S,3R,4R)-3-bromocamphor 
• 14487-70-8 3-diazocamphor 
• 75-05-8 acetonitrile 
• 100-47-0 benzonitrile 

Downstream Products

• 1972-03-8 (1R,3S)-(+)-camphoric imide 
• 93740-48-8 (1S,4S,5R)-4-Ethoxy-4-(4-methoxy-phenyl)-1,8,8-trimethyl-3-oxa-bicyclo[3.2.1]octan-2-one 
• 145415-56-1 acide (-)-trans-p-anisoyl-3 trimethyl-1,2,2 cyclopentane carboxylique 
• 93740-46-6 (dimethoxy-2'4' benzyl)-3 trimethyl-2,2,3 cyclopentane carbolactone-1 (α') 
• 93740-32-0 ester methylique de l'acide (-)-cis-p-anisoyl-3 trimethyl-1,2,2 cyclopentane carboxylique 
• 93740-32-0 ester methylique de l'acide (-)-trans-p-anisoyl-3 trimethyl-1,2,2 cyclopentane carboxylique 
• 93764-46-6 chlorure de l'acide (-)-cis-p-anisoyl-3 trimethyl-1,2,2 cyclopentane carboxylique 
• 93764-45-5 (1S,4S,5R)-4-Methoxy-4-(4-methoxy-phenyl)-1,8,8-trimethyl-3-oxa-bicyclo[3.2.1]octan-2-one 
• 93740-47-7 (dimethoxy-2'4' benzyl)-3 trimethyl-1,2,2 cyclopentane carbolactone-1 (α') 
• 5587-63-3 2,3,3-trimethyl-1-cyclopentene-1-carboxylic acid 
• 33059-69-7 (1R,3R,4R)-2,2,3-Trimethyl-4-phenyl-cyclopentanecarboxylic acid 
• 104225-30-1 (1S,3R)-1,2,2-Trimethyl-3-(2,4,6-trimethyl-benzoyl)-cyclopentanecarboxylic acid 
• 93740-40-0 acide (dimethoxy-2'4' benzoyl)-3 trimethyl-1,2,2 cyclopentane carboxylique 
• 63139-01-5 acide (dimethoxy-2'4' benzoyl)-3 trimethyl-2,2,3 cyclopentane carboxylique 

Relevant academic research and scientific papers

BENZAMIDE IMIDAZOPYRAZINE BTK INHIBITORS

Provided are Bruton's Tyrosine Kinase (Btk) inhibitor compounds according to Formula I, pharmaceutically acceptable salts thereof, pharmaceutical compositions thereof, or their use in therapy.

Oxidation of terpenoid diols with chlorine dioxide. Easy preparation of α-hydroxyketones

Oxidative dehydrogenation of vicinal diols of bornane and pinane type with chlorine dioxide in dimethylformamide has yielded α-hydroxyketones with high selectivity. 3α-Hydroxy-10β-pinane-4-one has been prepared for the first time with yield of 63-65%; the

Synthesis of 1,11,11-trimethyl-3,6-diazotricyclo [6.2.1.0 2,7]undeca-2,6-diene and 1,15,15-trimethyl-3,10-diazotetracyclo[10.2. 1.02,11.04,9]pentadeca-2,4(9),5,7,10-pentaene from camphoroquinone enantiomers

Optically active camphordihydro-2,3-pyrazine and camphorquinoxaline were prepared from camphoroquinone enantiomers. It was shown that (1S,4R)-(+)-camphoroquinone was formed by oxidation of (1S,3R, 4R)-(-)-3-bromocamphor and (1R,4S)-(-)-camphoroquinone from (1R,3S, 4S)-(+)-3-bromocamphor, respectively. Camphor anhydride was a side product (6-10%) of the reaction. Springer Science+Business Media, Inc. 2007.

Simple preparation of symmetrical carboxylic acid anhydrides by means of Na2CO3/SOCl2

A convenient and general method for the synthesis of symmetrical carboxylic acid anhydrides using sodium carbonate/thionyl chloride is described. Copyright Taylor & Francis Group, LLC.

A Cheap, Simple and Efficient Method for the Preparation of Symmetrical Carboxylic Acid Anhydrides

A manipulatively simple and facile one-pot procedure for the synthesis of symmetrical anhydride is reported. Treatment of carboxylic acids with tosyl chloride in K2CO3 media under solvent free conditions gives the corresponding anhydrides in good to excellent yields in a short reaction time via carboxylic sulfonic anhydride as the key intermediate.

Synthesis of crotonoyl, cynamoyl and p-methoxycynamoyl derivatives of camphoric imide. Crystal and molecular structure of (1R,5S)-3-[(E)-2′-butenoyl]-1,8,8-trimethyl-3-azabicyclo [3.2.1] octane-2,4-dione

Three derivatives of camphoric acid imide (crotonoyl, cynamoyl and p-methoxycynamoyl) have been synthesized. Crystal and molecular structure of (1R,5S)-3-[(E)-2′-butenoyl]-1,8,8-trimethyl-3-azabicyclo[3.2.1]octane-2,4- dione has been determined by X-ray diffraction technique. Crystal data for C14H19NO3: orthorhombic, P212121, a = 10.555 (2) A, b = 11.406 (2) A, c = 11.632 (2) A, Z = 4, R = 0.051 for 4278 reflections. Despite of a small number of heavy atoms, the absolute structure determination occurred to be successful.

Clay catalysis: A convenient and rapid formation of anhydride from carboxylic acid and isopropenyl acetate under microwave irradiation

The Montmorillonite KSF catalyses the synthesis of anhydrides from carboxylic acids in the presence of isopropenyl acetate under microwave irradiations.

PHOTOSENSITIZED OXYGENATION OF 3-DIAZOCAMPHOR

Photosensitized oxygenation of 3-diazocamphor gave camphorquinone and camphoric anhydride in benzene.The yield of camphoric anhydride did not depend on the concentration of added camphorquinone or of diazocamphor.When the reaction was carried out in acetonitrile or benzonitrile, amide 7 or 8 was produced.The formation of amide strongly supports the intermediacy of carbonyl oxide.