270069-47-1

Basic information

• Product Name: 4,6-O-(R)-Benzylidene-1,2-dideoxy-1-(α-naphthylamino)-D-erythro-hex-1-enopyranos-3-ulose
• CAS NO: 270069-47-1
• Molecular Weight: 373.408
• Mol File: 270069-47-1.mol

Chemical Properties

• CAS DataBase Reference: 4,6-O-(R)-Benzylidene-1,2-dideoxy-1-(α-naphthylamino)-D-erythro-hex-1-enopyranos-3-ulose(CAS DataBase Reference)
• NIST Chemistry Reference: 4,6-O-(R)-Benzylidene-1,2-dideoxy-1-(α-naphthylamino)-D-erythro-hex-1-enopyranos-3-ulose(270069-47-1)
• EPA Substance Registry System: 4,6-O-(R)-Benzylidene-1,2-dideoxy-1-(α-naphthylamino)-D-erythro-hex-1-enopyranos-3-ulose(270069-47-1)

Safety Data

• Hazardous Substances Data: 270069-47-1(Hazardous Substances Data)

Upstream product

• 105874-31-5 4,6-O-Benzyliden-1,2-didesoxy-1-nitro-D-arabino-hex-1-enopyranose 

Relevant articles and documents

Carbohydrate α-oxoketene N,O-ketals in the synthesis of dihydroquinolines

The carbohydrate nitro enone 1 was found to react with amines to give α-ketene ketals; the formation of carbohydrate azo derivatives could be suppressed by addition of an electron-rich aniline quenching agent. Upon reaction with benzaldehyde in the presence of trifluoroacetic acid, the α-oxoketene ketals afforded dihydroquinolines in a cyclization reaction forming two new carbon-carbon bonds. For the dihydroquinoline 18 the newly formed stereocenter was ascertained by X-ray crystallography. The two-step reaction could be carried out as one multicomponent reaction. Electron-poor anilines led to Hantzsch-type products incorporating two enaminone molecules; the crystal structure of representative 30 is reported. The Royal Society of Chemistry 2000.