76047-51-3

Usage

Uses

Used in Flavor and Fragrance Industry:
(5-oxocyclopent-1-yl)methyl acetate is used as a flavoring agent for its sweet and fruity smell, adding pleasant aromas to various consumer products such as perfumes and food flavorings.
Used as a Chemical Intermediate:
(5-oxocyclopent-1-en-1-yl)methyl acetate also serves as a chemical intermediate in the synthesis of other compounds, contributing to the development of new products and applications in the chemical industry.

Upstream product

• 68882-71-3 2-(hydroxymethyl)cyclopent-2-enone 
• 108-24-7 acetic anhydride 
• 80963-24-2 6-carbethoxy-1,4-dioxaspiro<4.4>non-6-ene 
• 68241-78-1 6-bromo-1,4-dioxa-spiro[4.4]non-6-ene 
• 10481-34-2 2-bromo-2-cyclopenten-1-one 
• 57020-97-0 ethyl 5-oxocyclopent-1-en-1-carboxylate 
• 80963-19-5 α-(hydroxymethyl)cyclopentenone ethylene ketal 
• 930-30-3 cyclopent-2-enone 

Downstream Products

• 681293-20-9 ((2S,3S)-2-Benzyloxycarbonylamino-3-methyl-pentanoylsulfamoyl)-acetic acid (4aS,7R,7aR)-4-carbamoyl-2-methyl-2,4a,5,6,7,7a-hexahydro-1H-[2]pyrindin-7-yl ester 
• 681293-19-6 ((2S,3S)-2-Benzyloxycarbonylamino-3-methyl-pentanoylsulfamoyl)-acetic acid (4aR,7S,7aS)-4-carbamoyl-2-methyl-2,4a,5,6,7,7a-hexahydro-1H-[2]pyrindin-7-yl ester 
• 1404438-67-0 3-benzoyl-1-{[5-(2-iodophenoxy)cyclopent-1-enyl]methyl}pyrimidine-2,4(1H,3H)-dione 

Relevant academic research and scientific papers

Highly Reactive and Tracelessly Cleavable Cysteine-Specific Modification of Proteins via 4-Substituted Cyclopentenone

A rapid and cysteine-specific modification of proteins using 4-substituted cyclopentenone via a Michael addition tandem elimination reaction was developed. Compared to the classical method, this reaction featured fast kinetics with a stable product. More importantly, this conjugation could be tracelessly removed by exchange with a Michael addition donor. The conjugation and regeneration process not only exhibited little change to the structures or conformations of the proteins but also exhibited little disturbance to their biological functions, such as their enzymatic activities.

Cascade Radical Cyclization to Vinylogous Carbonates/Carbamates for the Synthesis of Oxa- and Aza-Angular Triquinanes: Diastereoselectivity Depends on the Ring Size of Radical Precursor

An efficient strategy was developed for the stereoselective construction of oxa- and aza-angular triquinanes employing a cascade 5 - exo - trig radical cyclization to vinylogous carbonates and carbamates. The radical precursors are readily prepared from 2-(hydroxymethyl)cyclopentenone/cyclohexenones. High diastereoselectivity is observed for the formation of angular oxa- and azatriquinanes. Diastereoselectivity drops when six-membered radical precursors are used. The strategy is found to be useful to incorporate synthetically challenging moieties such as spiroindoline, lactone-bearing, and uracil-fused angular triquinanes in a concise manner.

Multi-component assembly of the bicyclic core associated with the tRNA synthetase inhibitors SB-203207 and SB-203208. Application to the synthesis of biologically active analogues

The ketone (±)-5, which embodies the bicyclic core associated with the title tRNA synthetase inhibitors 1 and 2, has been prepared via a three-component coupling reaction involving 2-(hydroxymethyl)cyclopent-2-enone (15), methylamine (6) and propiolamide