468096-98-2

Basic information

• Product Name: 6-Oxa-1-azabicyclo[3.1.0]hexane-2-carboxylicacid,ethylester,(2S,5S)-(9CI)
• Synonyms: 6-Oxa-1-azabicyclo[3.1.0]hexane-2-carboxylicacid,ethylester,(2S,5S)-(9CI)
• CAS NO: 468096-98-2
• Molecular Formula: C7H11NO3
• Molecular Weight: 0
• Product Categories: GLYCINESCAFFOLD;PYRROLE;CARBOXYLICESTER
• Mol File: 468096-98-2.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 6-Oxa-1-azabicyclo[3.1.0]hexane-2-carboxylicacid,ethylester,(2S,5S)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Oxa-1-azabicyclo[3.1.0]hexane-2-carboxylicacid,ethylester,(2S,5S)-(9CI)(468096-98-2)
• EPA Substance Registry System: 6-Oxa-1-azabicyclo[3.1.0]hexane-2-carboxylicacid,ethylester,(2S,5S)-(9CI)(468096-98-2)

Safety Data

• Hazardous Substances Data: 468096-98-2(Hazardous Substances Data)

Upstream product

• 7149-65-7 ethyl (S)-pyroglutamate 
• 80442-95-1 ethyl (2S)-5-thioxo-3,4-dihydro-5H-pyrrole-2-carboxylate 
• 172879-73-1 ethyl (S)-3,4-dihydro-5-methylthio-2H-pyrrole-2-carboxylate 
• 172879-74-2 ethyl (S)-3,4-dihydro-2H-pyrrole-2-carboxylate 

Relevant articles and documents

Efficient synthesis of (S)-3,4-dihydro-2-pivaloyloxymethyl-2H-pyrrole 1-oxide

A convenient synthesis of the title nitrone is reported. The sequence starts from ethyl L-pyroglutamate as the source of chirality and the key step is the generation of an unstable α-methoxy-N-carboxylate ion, which readily decomposes to an imine. The oxidation of the imine with methyl(trifluoromethyl)dioxirane provides the enantiopure nitrone, which is trapped with dimethyl acetylenedicarboxylate.