127299-55-2

Usage

Uses

Used in Pharmaceutical Industry:
(3R,4R)-3,4-bis(benzyloxy)pyrrolidine-2,5-dione is used as a building block in organic synthesis for the development of new pharmaceuticals and bioactive molecules. Its unique structure allows for the creation of various compounds with potential therapeutic applications.
Used in Antifungal Applications:
(3R,4R)-3,4-bis(benzyloxy)pyrrolidine-2,5-dione is used as an antifungal agent for its potential to combat fungal infections. Its efficacy in this application is still under investigation.
Used in Antibacterial Applications:
(3R,4R)-3,4-bis(benzyloxy)pyrrolidine-2,5-dione is also used as an antibacterial agent, showing promise in the fight against bacterial infections. Further research is being conducted to determine its full potential in this area.
Used in Anticancer Applications:
(3R,4R)-3,4-bis(benzyloxy)pyrrolidine-2,5-dione has been investigated for its ability to inhibit enzymes involved in cancer cell growth and proliferation. It is used as a potential anticancer agent, with ongoing studies to explore its effectiveness in treating various types of cancer.

Upstream product

• 321566-90-9 (3R,4R)-3,4-bis(benzyloxy)-1-(4-methoxybenzyl)-pyrrolidine-2,5-dione 
• 77312-71-1 diethyl (2R,3R)-2,3-bis(benzyloxy)butane-1,4-dioate 
• 138794-81-7 (2R,3R)-2,3-bis(benzyloxy)tartaric acid 
• 97506-01-9 (3R,4R)-3,4-bis(benzyloxy)-3,4-dihydro-2,5-furandione 

Downstream Products

• 127299-56-3 (3R,4R)-3,4-bis(benzyloxy)-1-(but-3-enyl)pyrrolidine-2,5-dione 
• 173289-46-8 (3R,4R)-3,4-Bis-benzyloxy-1-((Z)-4-trimethylsilanyl-but-3-enyl)-pyrrolidine-2,5-dione 
• 1401240-45-6 (3R,4R,5R)-1-allyl-3,4-bis(benzyloxy)-5-(difluoro(phenylthio)methyl)-5-hydroxypyrrolidin-2-one 
• 1401240-47-8 (3R,4R,5S)-1-allyl-3,4-bis(benzyloxy)-5-(difluoro(phenylthio)methyl)-5-hydroxypyrrolidin-2-one 
• 1401240-48-9 (3R,4R,5R)-3,4-bis(benzyloxy)-1-(but-3-enyl)-5-(difluoro(phenylthio)methyl)-5-hydroxypyrrolidin-2-one 
• 1401240-50-3 (3R,4R,5S)-3,4-bis(benzyloxy)-1-(but-3-enyl)-5-(difluoro(phenylthio)methyl)-5-hydroxypyrrolidin-2-one 
• 1401240-59-2 (1R,2R,6R,7aR)-1,2-bis(benzyloxy)-7,7-difluoro-7a-hydroxy-6-methyltetrahydro-1H-pyrrolizin-3(2H)-one 
• 1401240-61-6 (1R,2R,6S,7aR)-1,2-bis(benzyloxy)-7,7-difluoro-7a-hydroxy-6-methyltetrahydro-1H-pyrrolizin-3(2H)-one 
• 1401240-63-8 (1R,2R,7S,8aR)-1,2-bis(benzyloxy)-8,8-difluoro-8a-hydroxy-7-methylhexahydroindolizin-3(5H)-one 
• 1401240-65-0 (1R,2R,7R,8aR)-1,2-bis(benzyloxy)-8,8-difluoro-8a-hydroxy-7-methylhexahydroindolizin-3(5H)-one 
• 1401240-75-2 (1S,2R,6R,7aR)-1,2-bis(benzyloxy)-7,7-difluoro-6-methyltetrahydro-1H-pyrrolizin-3(2H)-one 
• 1401240-78-5 (1R,2R,6S,7aS)-1,2-bis(benzyloxy)-7,7-difluoro-7a-hydroxy-6-methyltetrahydro-1H-pyrrolizin-3(2H)-one 
• 1401240-77-4 (1R,2R,6R,7aS)-1,2-bis(benzyloxy)-7,7-difluoro-7a-hydroxy-6-methyltetrahydro-1H-pyrrolizin-3(2H)-one 
• 1401240-80-9 (2R,5S,6S,7S,7aR)-6,7-bis(benzyloxy)-5-ethyl-1,1-difluoro-2-methylhexahydro-1H-pyrrolizine 

Relevant academic research and scientific papers

Asymmetric synthesis of gem-difluoromethylenated dihydroxypyrrolizidines and indolizidines

An asymmetric synthesis of gem-difluoromethylenated dihydroxypyrrolizidines and indolizidines is described. The fluoride-catalyzed nucleophilic addition of PhSCF2SiMe3 (1) to chiral imides was achieved in satisfactory yields to provide mixtures of syn- and anti-isomers 6-9 with moderate to good diastereoselectivities. Reductive cleavage of the phenylsulfanyl group followed by intramolecular radical cyclization of the syn-isomers 6-9 occurred under refluxing conditions to afford the corresponding gem-difluoromethylenated 1-azabicyclic compounds 10-13 in moderate yields as a separable mixture of cis- and trans-isomers. The cis-isomers of compounds 10 and 12 and trans-13 were readily transformed to gem-difluoromethylenated dihydroxypyrrolizidines 20 and 27 and indolizidine 28, respectively, by reductive cleavage of the hydroxyl group and organometallic addition followed by hydrogenolysis.

Acyliminium cyclization of several chiral N-alkenylsuccinimide derivatives

The acyliminium intermediate derived from (3R,4R)-N-(3-butenyl)-3,4-bis(benzyloxy)succinimide cyclized to give (8aS)- and (8aR)-hexahydro-3(2H)-indolidinone derivatives. On the other hand, those derived from N-3-hexenyl derivatives afforded (8aS)-hexahydr