84173-27-3

Usage

Uses

Used in Food and Beverage Industry:
5-HYDROXY-HEXAHYDRO-CYCLOPENTA[B]FURAN-2-ONE is used as a flavoring agent for its sweet, caramel-like taste and odor, enhancing the flavor of various food and beverage products.
Used in Antioxidant Applications:
5-HYDROXY-HEXAHYDRO-CYCLOPENTA[B]FURAN-2-ONE is studied for its potential antioxidant properties, which may help protect against harmful compounds formed during food cooking and processing.
Used in Inhibition of Harmful Compound Formation:
5-HYDROXY-HEXAHYDRO-CYCLOPENTA[B]FURAN-2-ONE is used to inhibit the formation of harmful compounds in food during cooking and processing, contributing to the safety and quality of food products.

InChI:InChI=1/C7H10O3/c8-5-1-4-2-7(9)10-6(4)3-5/h4-6,8H,1-3H2/t4-,5-,6-/m0/s1

Upstream product

• 56460-52-7 1β,5β,7α,8β-7-hydroxy-8-iodo-2-oxabicyclo<3.3.0>octan-3-one 
• 13173-09-6 bicyclo[3.2.0]hept-2-en-6-one 
• 56011-39-3 (1R*,2S*,3S*,5R*)-(±)-2-bromo-3-hydroxybicyclo[3.2.0]heptan-6-one 
• 74877-19-3 cis-2-(4-hydroxycyclopent-2-enyl)acetic acid 
• 132747-01-4 (3aS,4R,5R,6aS)-4-Bromo-5-hydroxy-hexahydro-cyclopenta[b]furan-2-one 
• 694-98-4 norborn-5-en-2-one 
• 73346-98-2 3α-hydroxy-2β-bromo-1βH,5βH-bicyclo[3.2.0]heptan-6-one 
• 71155-05-0 (1R,5S)-bicyclo[3.2.0]hept-2-en-6-one 

Downstream Products

• 1357495-82-9 benzyl 2-(6-oxo-2,4,5,6-tetrahydrocyclopenta[c]pyrrol-4-yl)-acetate 
• 158604-58-1 benzyl 2-(4-oxocyclopent-2-en-1-yl)acetate 
• 132665-10-2 (E)-(R)-4-(tert-Butyl-diphenyl-silanyloxy)-4-((R)-4-oxo-cyclopent-2-enyl)-but-2-enoic acid (E)-(S)-6-iodo-1-methyl-hex-5-enyl ester 
• 20350-15-6 (+)-brefeldin A 

Relevant academic research and scientific papers

Synthesis of 3,4-fused cycloalkanopyrroles by 1,3-dipolar cycloaddition

The synthesis of a number of 3,4-fused cycloalkanopyrroles bearing substituents on the cycloalkane ring was accomplished by 1,3-dipolar cycloaddition. The yield of the cyclization appeared to depend on the base-sensitivity of the Michael acceptor, but the method is applicable across a broad range of cyclic α,β-unsaturated ketone esters. Functional group transformations can be undertaken following pyrrole synthesis to increase the diversity of cycloalkanopyrroles accessible by this method. One pyrrole thus made is a diester of a conformationally-constrained analogue of porphobilinogen, the precursor of the natural tetrapyrroles.

A simplified synthesis of (+)-brefeldin A

An effective and enantioselective process for the total synthesis of (+)-brefeldin A (1) is described which starts from the dextrorotatory ketone 2.

Synthesis of 2,4-Diazabicyclooctane-3,7-diones and 3-Thioxo-2,4-diazabicyclooctan-7-one by an Intramolecular Michael-type Reaction. Stability of 2,4 Diaza-, 4-Oxa-2-aza-, and 4-Thia-2-aza-bicyclooctane-3,7-diones

Novel 2,4-diazabicyclooctane-3,7-diones (10) have been prepared by an intramolecular Micael-type cyclisation.The analogous 3-thioxo-2,4-diazabicyclooctan-7-one system (20) is obtained by base-catalysed retro-Michael reaction of the less stable 3-arylimino-2-thia-4-azabicyclooctan-7-one isomer (19).The 2-aza-4-oxabicyclooctane-3,7-dione system (17) is shown to be very unstable to base, fragmenting via the carbamic acid to give carbon dioxide and a 4-N-substituted cyclopent-2-enone (11).The relative stability to base of these bicyclic systems is correlated with their structure.