254909-27-8

Upstream product

• 103201-79-2 (3R,7aS)-3-phenyl-tetrahydro-pyrrolo[1,2-c]oxazol-5-one 
• 105-58-8 Diethyl carbonate 
• 541-41-3 chloroformic acid ethyl ester 

Downstream Products

• 479490-53-4 (2R,5S,7S)-7-(tert-butyloxycarbonylmethyl)-8-oxo-2-phenyl-1-aza-3-oxa-bicyclo[3.3.0]octane 
• 878722-66-8 (2R,5S,7R,1'S)-1-aza-7-(1'-cyano-1'-phenylmethyl)-7-(ethoxycarbonyl)-3-oxo-8-oxa-2-phenylbicyclo[3.3.0]octane 
• 1340542-94-0 (2R,5S,7R)-1-aza-7-(2,4-dinitrophenyl)-7-(ethoxycarbonyl)-3-oxo-8-oxa-2-phenylbicyclo[3.3.0]octane 
• 1340543-03-4 (2R,5S,7S)-1-aza-7-((2-t-butyldimethylsilyloxy)benzyl)-7-(ethoxycarbonyl)-3-oxo-8-oxa-2-phenylbicyclo[3.3.0]octane 
• 1340543-04-5 (2R,5S,7S)-1-aza-7-(2-hydroxybenzyl)-7-(ethoxycarbonyl)-3-oxo-8-oxa-2-phenylbicyclo[3.3.0]octane 
• 1340542-96-2 (2R,5S)-1-aza-7-allyl-7-(ethoxycarbonyl)-3-oxo-8-oxa-2-phenylbicyclo[3.3.0]octane 
• 1340542-95-1 (2R,5S)-1-aza-7-(2-oxo-2-phenylethyl)-7-(ethoxycarbonyl)-3-oxo-8-oxa-2-phenyl-bicyclo[3.3.0]octane 
• 1340543-17-0 (2R,5S,7R)-spiro[1-aza-8-oxo-2-phenyl-3-oxabicyclo[3.3.0]octane]-7,3'-[3',4'-dihydro-2'-oxo-3'-quinoline] 
• 1340543-16-9 (2R,5S,7S)-spiro[1-aza-8-oxo-2-phenyl-3-oxabicyclo[3.3.0]octane]-7,3'-[3',4'-dihydro-2'-oxo-3'-quinoline] 
• 1340542-93-9 (2R,5S,7S)-1-aza-7-(2-nitrobenzyl)-7-(ethoxycarbonyl)-3-oxo-8-oxa-2-phenylbicyclo[3.3.0]octane 
• 1340543-05-6 (2R,5S,7R)-1-aza-7-(4-amino-2-nitrophenyl)-7-(ethoxycarbonyl)-3-oxo-8-oxa-2-phenylbicyclo[3.3.0]octane 

Relevant academic research and scientific papers

Spirocyclic systems derived from pyroglutamic acid

The synthesis and likely conformational structure of rigid spirocyclic bislactams and lactam-lactones derived from pyroglutamic acid, and their suitability as lead structures for applications in drug development programmes using cheminformatic analysis, has been investgated.

A practical and improved synthesis of (3S,5S)-3-[(tert-butyloxycarbonyl)methyl]-5- [(methanesulfonyloxy)methyl]-2-pyrrolidinone

A practical and improved synthesis of (3S,5S)-3-[(tert-butyloxycarbonyl)methyl]-5- [(methanesulfonyloxy)-methyl]-2-pyrrolidinone (1) is described. The key transformations involve a highly efficient reaction sequence consisting of ethoxycarbonylation, alkylation, hydrolysis, and decarboxylation to produce compound 10. The process described herein is practical, robust, and cost-effective, and it has been successfully implemented in a pilot plant to produce a multikilogram quantity of mesylate 1.

A CONSISE APPROACH TO FUNCTIONALISED, HOMOCHIRAL PYRROLIDINONES

Acylation of O,N-acetal 1 gives excellent yields of the C-7 substituted products 2a,b.Alkylation of 2a under mild conditions gives high yields of the exo- 3 and endo- 4 substituted products in varying ratios, depending on the alkylating agent.The unsatura