183593-61-5

Upstream product

• 932-89-8 2-cyclohexylidene ethanol 
• 78-39-7 Triethyl orthoacetate 
• 1552-92-7 ethyl cyclohexylideneacetate 
• 108-94-1 cyclohexanone 
• 37457-08-2 cyclohexane-1,1-diylbis(phenylsulfane) 
• 124-38-9 carbon dioxide 
• 115993-77-6 1-(phenylthio)-1-(2-propenyl)cyclohexane 

Downstream Products

• 183593-51-3 1-((S)-2-Benzyloxymethyl-pyrrolidin-1-yl)-2-(1-vinyl-cyclohexyl)-ethanone 
• 183593-62-6 1-((S)-2-Hydroxymethyl-pyrrolidin-1-yl)-2-(1-vinyl-cyclohexyl)-ethanone 

Relevant academic research and scientific papers

Rapid Access to Thiolactone Derivatives through Radical-Mediated Acyl Thiol-Ene and Acyl Thiol-Yne Cyclization

A new synthetic approach to thiolactones that employs an efficient acyl thiol-ene (ATE) or acyl thiol-yne (ATY) cyclization to convert unsaturated thiocarboxylic acid derivatives into thiolactones under very mild conditions is described. The high overall yields, fast kinetics, high diastereoselectivity, excellent regiocontrol, and broad substrate scope of these reaction processes render this a very useful approach for diversity-oriented synthesis and drug discovery efforts. A detailed computational rationale is provided for the observed regiocontrol.

NOVEL SIGMA-2 RECEPTOR BINDERS AND THEIR METHOD OF USE

Pharmaceutical compositions of the invention comprise functionalized lactone derivatives having a disease-modifying action in the treatment of diseases associated with dysregulation of sigma-2 receptor activity.

NOVEL 5-HYDROXYTRYPTAMINE RECEPTOR 7 ACTIVITY MODULATORS AND THEIR METHOD OF USE

Pharmaceiiticai compositions of the invention comprise functionalized lactone derivatives having a disease-modifying action in the treatment of diseases associated with dysregulation of 5-hydroxytryptamine receptor 7 activity.

Conformationally restricted TRH analogs: The compatibility of a 6,5-bicylic lactam-based mimetic with binding to TRH-R

A pair of conformationally restricted TRH analogs have been synthesized. Both analogs have the central histidine of TRH replaced by a cyclohexylalanine unit, and both analogs contain a 6,5-bicyclic lactam ring fusing the proline peptide bond into a trans conformation. The analogs differ at the bridgehead stereocenter. The synthesis of the analogs utilized an anodic amide oxidation reaction to selectively functionalize a proline derivative and a titanium tetrachloride-initiated cyclization-rearrangement sequence to assemble the desired bicyclic ring skeleton. The analogs were compared with the unrestricted cyclohexyalanine-containing TRH analog (cyclohexyl-Ala2-TRH) in order to determine how the added lactam ring affected the affinity and the potency of the analog for TRH-R. Both the affinity and potency of the restricted analogs were found to be critically dependent on the bridgehead stereochemistry of the bicyclic ring. The analog having R stereochemistry at the bridgehead was 478 times more potent than the S isomer. In addition, the R isomer was found to be approximately 4.7 times more potent than its unrestricted counterpart. Similarly, the R isomer was found to have an affinity for TRH-R that was approximately 3.4 times the affinity of the unrestricted cyclohexyl-Ala2-TRH.

Generation, Some Synthetic Uses, and 1,2-Vinyl Rearrangements of Secondary and Tertiary Homoallyllithiums, Including Ring Contractions and A Ring Expansion. Remarkable Acceleration of the Rearrangement by an Oxyanionic Group

A very general preparative method for homoallyllithiums consists of reductive lithiation of homoallylithiums consists of reductive lithiation of homoallyl phenyl sulfides by lithium 4,4'-di-tert-butylbiphenylide.The sulfides can be prepared by a variety o