130733-88-9

Basic information

• Product Name: Cyclopentanone, 2-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-
• CAS NO: 130733-88-9
• Molecular Formula: C22H28O2Si
• Molecular Weight: 352.549
• Mol File: 130733-88-9.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Cyclopentanone, 2-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclopentanone, 2-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-(130733-88-9)
• EPA Substance Registry System: Cyclopentanone, 2-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-(130733-88-9)

Safety Data

• Hazardous Substances Data: 130733-88-9(Hazardous Substances Data)

Upstream product

• 120-92-3 cyclopentanone 
• 20618-42-2 2-(hydroxymethyl)cyclopentanone 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 1456863-98-1 C₂₂H₂₆O₂Si 
• 110295-58-4 1,4-dioxa-spiro[4.4]nonane-6-carboxylic acid methyl ester 
• 10472-24-9 methyl 2-oxocyclopentane-1-carboxylate 
• 611-10-9 2-ethoxycarbonyl-1-cyclopentanone 
• 23153-73-3 ethyl 1,4-dioxaspiro[4,4]nonane-6-carboxylate 
• 23153-74-4 (1,4-dioxa-spiro[4.4]non-6-yl)-methanol 
• 130733-87-8 6-(tert-butyldiphenylsilyloxymethyl)-1,4-dioxaspiro<4,4>nonane 

Downstream Products

• 1374036-13-1 (S)-N-((S,Z)-1-((R)-2-(((tert-butyldiphenylsilyl)oxy)methyl)cyclopentylidene)-1-fluoro-3-methylbutan-2-yl)-2-methylpropane-2-sulfinamide 
• 1374036-17-5 (S,1R,1'R,2Z,2'Z)-[1,1'-biphenyl]-4,4'-diylbis(2-oxoethane-2,1-diyl)bis(2-((S)-1-fluoro-2-((methoxycarbonyl)amino)-3-methylbutylidene)cyclopentanecarboxylate)acid 
• 1374036-12-0 (R,E)-N-((Z)-2-((R)-2-(((tert-butyldiphenylsilyl)oxy)methyl)cyclopentylidene)-2-fluoroethylidene)-2-methylpropane-2-sulfinamide 

Relevant articles and documents

Synthesis of a novel bicyclic scaffold inspired by the antifungal natural product sordarin

A simplified bicyclic scaffold inspired by the antifungal natural product sordarin was designed and synthesized which maintains the carboxylic acid/aldehyde (or nitrile) pharmacophore. Docking studies with the target for sordarin, the fungal protein eukaryotic elongation factor 2 (eEF2), suggested that the novel scaffolds may bind productively. A densely functionalized chiral cyclopentadiene was constructed in 8 steps and utilized in a Diels-Alder reaction with acrylonitrile. The resulting [2.2.1] cycloheptene was transformed into a scaffold possessing vicinal carboxylic acid and nitrile groups, with orientations predicted to provide high affinity for eEF2. The synthetic approach disclosed here sets the stage for a renewed medicinal chemistry campaign against eEF2.

A general, flexible, ring closing metathesis (RCM) based strategy for accessing the fused furo[3,2-b]furanone moiety present in diverse bioactive natural products

A simple and straightforward methodology of general utility to construct sterically encumbered furo[3,2-b]furanone scaffolds present in a diverse range of bioactive natural products is delineated. The methodology emanates from readily available Morita-Baylis-Hillman adducts and employs sequential ring closing metathesis and oxy-Michael addition cascade as the key steps.

An Efficient Baeyer-Villiger Approach to 6-(Hydroxymethyl)tetrahydro-2H-pyran-2-one Derivatives

An efficient (64percent overall yield) five step preparation of 6-(tert-butyldiphenylsiloxymethyl)tetrahydro-2H-pyran-2-one from ethyl 2-oxocyclopentane carboxylate is reported.