126457-89-4

Basic information

• Product Name: 2-Cyclopenten-1-one, 3-cyclohexyl-
• CAS NO: 126457-89-4
• Molecular Formula: C11H16O
• Molecular Weight: 164.247
• Mol File: 126457-89-4.mol

Chemical Properties

• CAS DataBase Reference: 2-Cyclopenten-1-one, 3-cyclohexyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Cyclopenten-1-one, 3-cyclohexyl-(126457-89-4)
• EPA Substance Registry System: 2-Cyclopenten-1-one, 3-cyclohexyl-(126457-89-4)

Safety Data

• Hazardous Substances Data: 126457-89-4(Hazardous Substances Data)

Upstream product

• 126457-94-1 3-cyclohexylcyclopent-3-en-1-one 
• 930-30-3 cyclopent-2-enone 
• 931-51-1 cyclohexylmagnesiumchloride 
• 22627-70-9 3-ethoxycyclopent-2-en-1-one 
• 931-50-0 cyclohexylmagnesium bromide 
• 126457-84-9 3-cyclohexylpent-3-en-1-ol 

Downstream Products

• 10264-57-0 (R)-3-cyclohexylcyclopentanone 
• 10264-57-0 (S)-3-cyclohexylcyclopentanone 
• 1621598-93-3 C₂₆H₂₇NO₃S 
• 1611490-95-9 C₁₇H₁₈ClFO 
• 1611490-94-8 C₁₇H₁₈F₂O 
• 890304-67-3 3-cyclohexyl-2-iodo-2-cyclopenten-1-one 

Relevant articles and documents

Transformation of γ-ketoaldehyde acetals into 3-substituted-2-cyclopentenones via cyanophosphates under mild conditions

The reaction of cyanophosphates, which are readily derived from γ-ketoaldehyde acetals, with TMSN3 (3 eq)/Bu2SnO (0.3 eq) in refluxing toluene directly furnished 3-substituted-2-cyclopentenones in modest to good yield under mild conditions. The present method was further applied toward the synthesis of dechlorotrichodenone C isolated from Trichoderma asperellum.

Asymmetric [5+3] formal cycloadditions with cyclic enones through cascade dienamine-dienamine catalysis

A few aminocatalytic modes, such as iminium ions and different dienamines, have provided versatile tools for the functionalization of cyclic enones at various sites. Described here is a previously unreported cascade dienamine/dienamine catalytic pathway for β-substituted 2-cyclopentenones, and even 2-cyclohexenone. It involves domino α′-regioselective Michael addition and a γ-regioselective Mannich reaction with 3-vinyl-1,2-benzoisothiazole-1,1-dioxides to give fused or bridged architectures, which incorporate a spirocyclic skeleton, in excellent stereocontrol, thus furnishing unusual [5+3] formal cycloaddition reactions. Moreover, preliminary biological assays showed that some of the chiral products exhibited promising activity against some cancer cell lines, thus indicating that such skeletons might serve as leads in drug discovery.

2-CYCLOPENTEN-1-ONE OXIME DERIVATIVES INHIBITING PRODUCTION OF TNF-ALPHA

2-cyclopenten-1-one oxime derivatives represented by Formula (I), or pharmaceutically acceptable salts thereof inhibit the production of TNF-α or PDE4, and therefore show therapeutic effect in inflammatory or immunological disorders mediated through TNF-α or PDE4.

An efficient synthesis of 2-cyclopentenones from γ-ketoaldehyde acetals using lithium trimethylsilyldiazomethane. Its application to the synthesis of trichodenone C

The reaction of γ-ketoaldehyde acetals with lithium trimethylsilyldiazomethane afforded 2-cyclopentenones via the 1,5-C-H insertion of alkylidene carbene in high to moderate yields. Using this method, the synthesis of trichodenone C was achieved. (C) 2000 Elsevier Science Ltd.