67281-41-8

Usage

InChI:InChI=1/C14H18O/c15-14(13-8-4-5-9-13)11-10-12-6-2-1-3-7-12/h1-3,6-7,13H,4-5,8-11H2

Upstream product

• 119729-81-6 (E)-1-cyclopentyl-3-phenylprop-2-en-1-one 
• 1040745-70-7 cyclopentyltrifluoro-λ⁴-borane potassium salt 
• 645-45-4 hydrocinnamic acid chloride 
• 1381927-56-5 diethyl 4-cyclopentyl-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate 
• 6004-60-0 1-cyclopentylethanone 
• 100-51-6 benzyl alcohol 
• 63076-51-7 cyclopentane boronic acid 
• 286-20-4 cyclohexane-1,2-epoxide 
• 501-52-0 3-Phenylpropionic acid 
• 108-86-1 bromobenzene 
• 87453-54-1 (+/-)-1-cyclopentylprop-2-en-1-ol 
• 202596-55-2 1-cyclopentyl-3-phenyl-1-propanol 
• 43125-15-1 3-phenyl-S-(2'-pyridyl) thiopropionate 
• 33240-34-5 cyclopentylmagnesium bromide 

Downstream Products

• 909416-40-6 5-cyclopentyl-5-hydroxy-3-oxo-7-phenyl-heptanoic acid methyl ester 
• 50395-63-6 2-benzyl-1-cyclopentylhexan-1-one 

Relevant academic research and scientific papers

Hydrogen borrowing catalysis using 1° and 2° alcohols: Investigation and scope leading to α and β branched products

The alkylation of a variety of ketones using 1° or 2° alcohols under hydrogen borrowing catalysis is described. Initial research focused on the α-alkylation of cyclopropyl ketones with higher 1° alcohols (i.e. larger than MeOH), leading to the formation of α-branched products. Our search for additional substrates with which to explore this chemistry led us to discover that di-ortho-substituted aryl ketones were also privileged scaffolds, with Ph? (C6Me5) ketones being the optimal choice. Further investigations revealed that this motif was crucial for alkylation with 2° alcohols forming β-branched products, which also provided an opportunity to study diastereoselective and intramolecular hydrogen borrowing processes.

Radical-Based C?C Bond-Forming Processes Enabled by the Photoexcitation of 4-Alkyl-1,4-dihydropyridines

We report herein that 4-alkyl-1,4-dihydropyridines (alkyl-DHPs) can directly reach an electronically excited state upon light absorption and trigger the generation of C(sp3)-centered radicals without the need for an external photocatalyst. Selective excitation with a violet-light-emitting diode turns alkyl-DHPs into strong reducing agents that can activate reagents through single-electron transfer manifolds while undergoing homolytic cleavage to generate radicals. We used this photochemical dual-reactivity profile to trigger radical-based carbon–carbon bond-forming processes, including nickel-catalyzed cross-coupling reactions.

Synergistic Photoredox/Nickel Coupling of Acyl Chlorides with Secondary Alkyltrifluoroborates: Dialkyl Ketone Synthesis

Visible light photoredox/nickel dual catalysis has been employed in the cross-coupling of acyl chlorides with potassium alkyltrifluoroborates. This protocol, based on single-electron-mediated alkyl transfer, circumvents the restriction of using reactive alkylmetallic nucleophiles in transition-metal-catalyzed acylation and achieves a mild and efficient method for the synthesis of unsymmetrical alkyl ketones. In this approach, a variety of acyl chlorides have been successfully coupled with structurally diverse potassium alkyltrifluoroborates, generating the corresponding ketones with good yields.

Identification and structure-based optimization of novel dihydropyrones as potent HCV RNA polymerase inhibitors

A novel class of non-nucleoside HCV NS5B polymerase inhibitors has been identified from screening. A co-crystal structure revealed an allosteric binding site in the protein that required a unique conformational change to accommodate inhibitor binding. Her

INHIBITORS OF HEPATITIS C VIRUS RNA-DEPENDENT RNA POLYMERASE, AND COMPOSITIONS AND TREATMENTS USING THE SAME

Compounds of formula (I) are hepatitis C virus (HCV) RNA-dependent RNA polymerase (RdRp) inhibitors, and are useful in therapeutic and prophylactic treatment of persons infected with hepatitis C virus.