930-91-6

Usage

Structure

Cyclic enone with a hydroxymethyl group attached to the cyclopentenone ring

Usage

Building block for various pharmaceuticals and agrochemicals in organic synthesis

Versatility

Can undergo oxidation, reduction, and addition reactions

Applications

Synthesis of complex organic molecules and used in fragrance and flavor compounds.

Upstream product

• 120-92-3 cyclopentanone 
• 109-94-4 formic acid ethyl ester 
• 936-52-7 1-(N-morpholino)cyclopent-1-ene 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 71100-22-6 5,6-dihydro-4H-cyclopentapyrazole-2-carboxamide 
• 39205-52-2 2-(N-methyl-anilinomethylene)-cyclopentanone 
• 15839-19-7 2-Methoxymethylen-cyclopentanon 
• 15839-44-8 2-(Dimethoxymethyl)-cyclopentanon 
• 14088-61-0 2-diazocyclopentanone 
• 62041-55-8 2-((dimethylamino)methylene)cyclopentanone 
• 139192-64-6 (S)-2-[(2S,4S)-4-Isopropyl-3-(toluene-4-sulfonyl)-oxazolidin-2-yl]-cyclopentanone 
• 139192-55-5 (R)-2-[(2S,4S)-4-Isopropyl-3-(toluene-4-sulfonyl)-oxazolidin-2-yl]-cyclopentanone 
• 139192-58-8 (S)-2-[(2R,4R)-4-Ethyl-3-(toluene-4-sulfonyl)-oxazolidin-2-yl]-cyclopentanone 
• 139192-67-9 (R)-2-[(2R,4R)-4-Ethyl-3-(toluene-4-sulfonyl)-oxazolidin-2-yl]-cyclopentanone 
• 139192-66-8 (S)-2-[(2S,4S)-4-Isopropyl-3-(2,4,6-trimethyl-benzenesulfonyl)-oxazolidin-2-yl]-cyclopentanone 
• 139192-57-7 (R)-2-[(2S,4S)-4-Isopropyl-3-(2,4,6-trimethyl-benzenesulfonyl)-oxazolidin-2-yl]-cyclopentanone 
• 139192-65-7 (S)-2-[(2S,4S)-4-Phenyl-3-(2,4,6-trimethyl-benzenesulfonyl)-oxazolidin-2-yl]-cyclopentanone 
• 139192-56-6 (R)-2-[(2S,4S)-4-Phenyl-3-(2,4,6-trimethyl-benzenesulfonyl)-oxazolidin-2-yl]-cyclopentanone 

Relevant academic research and scientific papers

Design and synthesis of spirocyclic ligands of glucocorticoid receptors

Spirocyclic indazoles were designed as potential ligands for the glucocorticoid receptors (GRs). A short and efficient synthetic sequence was developed allowing the preparation of pure diastereomeric spirocyclic analogs of fluorocortivazol. Our studies also revealed a new application of Burgess reagent leading to a ring expansion. The structures and conformations of several key intermediates and products were confirmed by single crystal X-ray diffraction analysis. Conformational assignments were also supported by DFT calculations. As a proof of concept we tested the affinity of diastereomeric compounds 13b and 14b for the GRs. Rewardingly, it was found that 14b showed a promising IC50 of 27 nM.

Noteworthy mechanistic precedence in the exclusive formation of one regioisomer in the Beckmann rearrangement of ketoximes of 4-piperidones annulated to pyrazolo-indole nucleus by organocatalyst derived from TCT and DMF

Application of a very mild protocol to the Beckmann rearrangement of ketoximes of pyrazolo annulated oxocarbazole 5a and oxoazacarbazole 5b with the organocatalyst derived from 2,4,6-trichloro[1,3,5]triazine (TCT) and dimethylformamide (DMF) has been explored to provide a regioselective formation of the corresponding azepine 6a and 1,4-diazepine 6b respectively in good yield and purity. The mechanistic precedence for the exclusive formation of only one regioisomer has been discussed. Copyright Taylor & Francis Group, LLC.

Tetracyclic compounds from cyclopent[b]indoles. Synthesis of isoxazolo[3′,4′:5,4]cyclopent[b]indoles

Cyclopentan-1′,2′-dione-1′-arylhydrazones 3 obtained from the Japp-Klingemann reaction of diazotised aniline derivatives 1 and 2-hydroxymethylenecyclopentanone 2 on acid catalysed cyclization afforded cyclopent[b]indoles 4. These on mixed aldol condensati

[1,7]-Sigmatropic hydrogen shifts of A-norvitamin D analogues: Ring size and substituent effects on the provitamin D-vitamin D equilibrium

The [1,7]-sigmatropic hydrogen shift of the 11α-OH-A-norprevitamin D analogue 9 and its 11β-epimer 10 to the vitamin forms 24 and 25, respectively, was determined to be ～20 and ～10 times faster than that of provitamin D3 (1) to vitamin D3