146917-06-8

Basic information

• Product Name: 2-Furancarboxamide,tetrahydro-N,N-dimethyl-5-oxo-,(R)-(9CI)
• Synonyms: 2-Furancarboxamide,tetrahydro-N,N-dimethyl-5-oxo-,(R)-(9CI);(2R)-N,N-dimethyl-5-oxooxolane-2-carboxamide
• CAS NO: 146917-06-8
• Molecular Formula: C7H11NO3
• Molecular Weight: 157.17
• Product Categories: AMIDE
• Mol File: 146917-06-8.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Furancarboxamide,tetrahydro-N,N-dimethyl-5-oxo-,(R)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Furancarboxamide,tetrahydro-N,N-dimethyl-5-oxo-,(R)-(9CI)(146917-06-8)
• EPA Substance Registry System: 2-Furancarboxamide,tetrahydro-N,N-dimethyl-5-oxo-,(R)-(9CI)(146917-06-8)

Safety Data

• Hazardous Substances Data: 146917-06-8(Hazardous Substances Data)

Upstream product

• 6893-26-1 D-Glutamic acid 
• 53558-93-3 (R)-tetrahydro-5-oxo-2-furancarboxylic acid 
• 53558-94-4 (R)-(-)-γ-chlorocarbonyl-γ-butyrolactone 
• 124-40-3 dimethyl amine 

Relevant articles and documents

Lactones, part 28: EPC-Synthesis, structure and pharmacology of 'lactonized' and 'lactamized' analogues of acetylcholine

The enantiopure γ-aminomethyl-γ-butyrolactones (S)- and (R)-4a-d represent constrained analogues of acetylcholine, which were synthesized from D- or L-glutamic acid following two different routes. In addition, the corresponding lactames (S)- and (R)-10 were prepared by enantioselective synthesis. Only moderate activity was found at acetylcholine sites at the guinea pig atrium.

Enantioselective synthesis of (R)- and (S)-5-dimethylaminomethyl-4,5-dihydro-2(3H)-furanone methobromide - Constrained analogues of acetylcholine

S6 and R6 represent constrained analogues of acetylcholine. Two effective routes to synthesize the enantiopure title compounds starting from either D- or L-glutamic acid are reported.