1170694-14-0

Basic information

• Product Name: ethyl 3-(2-azidophenyl)but-3-enoyl(furan-2-yl)carbamate
• Synonyms: ethyl 3-(2-azidophenyl)but-3-enoyl(furan-2-yl)carbamate
• CAS NO: 1170694-14-0
• Molecular Weight: 340.338
• Mol File: 1170694-14-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: ethyl 3-(2-azidophenyl)but-3-enoyl(furan-2-yl)carbamate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 3-(2-azidophenyl)but-3-enoyl(furan-2-yl)carbamate(1170694-14-0)
• EPA Substance Registry System: ethyl 3-(2-azidophenyl)but-3-enoyl(furan-2-yl)carbamate(1170694-14-0)

Safety Data

• Hazardous Substances Data: 1170694-14-0(Hazardous Substances Data)

Upstream product

• 54915-62-7 furan-2-yl carbamic acid ethyl ester 
• 244205-40-1 (2-bromophenyl)boronic acid 

Downstream Products

• 607-66-9 4-methyl-1,2-dihydroquinolin-2-one 

Relevant articles and documents

IMDAF Cascade Approach toward the Synthesis of the Alkaloid (±)-Minfiensine

The total synthesis of the Strychnos alkaloid (±)-minfiensine was achieved via an intramolecular amidofuran Diels-Alder cycloaddition/rearrangement followed by an iminium ion/cyclization cascade sequence. This domino process provides for a rapid access to the unique 1,2,3,4-tetrahydro-9a,4a-iminoethanocarbazole core structure found in the alkaloid minfiensine (2). In this paper, the full account of our synthetic study is described, highlighting the successful application of the cascade sequence to form the A/B/C/D rings of (±)-minfiensine (2) in high yield. A palladium-catalyzed enolate coupling reaction was then used to furnish the final E ring and complete the total synthesis of (±)-minfiensine (2).