159812-79-0

Usage

Uses

Used in Pharmaceutical Industry:
(3aR,4R,5R,6aS)-(-)-5-hydroxy-4-hydroxymethyl-hexahydro-cyclopenta[b]furan-2-one is used as a pharmaceutical agent for its potential antioxidant, anti-inflammatory, and anti-cancer effects. Its unique structure and biological activities make it a promising candidate for the development of new drugs and therapies.
Used in Nutraceutical Industry:
(3aR,4R,5R,6aS)-(-)-5-hydroxy-4-hydroxymethyl-hexahydro-cyclopenta[b]furan-2-one is used as a nutraceutical ingredient for its potential health benefits, such as antioxidant and anti-inflammatory properties. Its natural origin and potential medicinal properties make it an attractive option for the development of dietary supplements and functional foods.

Upstream product

• 159812-78-9 (E)-(4S,6R)-4,6-Dihydroxy-6-((S)-2-thioxo-[1,3]dioxolan-4-yl)-hex-2-enoic acid methyl ester 

Downstream Products

• 174589-67-4 Benzoic acid (3aR,4R,5R,6aS)-5-hydroxy-2-oxo-hexahydro-cyclopenta[b]furan-4-ylmethyl ester 

Relevant academic research and scientific papers

The isoprostanes, a new class of natural products: Synthesis and biosynthesis

A new class of natural products called isoprostanes are formed in humans as a result of non-enzymatic free-radical-catalyzed lipid peroxidation. Isoprostanes possess biological activity and can be used as an index of five- radical lipid peroxidation and as a marker of oxidative stress. We report here a new and general synthetic methodology for the syntheses of isoprostanes, using the four key lactones which are constructed from D- and L-glucose by a thionocarbonate-mediated radical cyclization reaction. These lactose possess the required stereochemistry and the right functional groups for the syntheses of isoprostanes.

Total Synthesis of 12-epi-PGF2α

A novel synthesis of 12-epi-PGF2α 5 is described. The key synthon 11, which has been used as a starting point for the synthesis, is produced by a radical cyclization process using thionocarbonate 9a. The radical cyclization of 9a to 11 has been studied in some detail.