72074-77-2

Basic information

• Product Name: (-)-(6S,7R,9R,11R)-lupanine
• CAS NO: 72074-77-2
• Molecular Weight: 248.368
• Mol File: 72074-77-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (-)-(6S,7R,9R,11R)-lupanine(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-(6S,7R,9R,11R)-lupanine(72074-77-2)
• EPA Substance Registry System: (-)-(6S,7R,9R,11R)-lupanine(72074-77-2)

Safety Data

• Hazardous Substances Data: 72074-77-2(Hazardous Substances Data)

Upstream product

• 1476-39-7 1,5-diaminopentane dihydrochloride 
• 90-39-1 (-)-sparteine 

Downstream Products

• 90-39-1 sparteine 
• 106656-92-2 2-(p-tolyl)-2-dehydrosparteine 

Relevant articles and documents

ABSOLUTE CONFIGURATION OF (+)-5,6-DEHYDROLUPANINE, A KEY INTERMEDIATE IN BIOSYNTHESIS OF LUPIN ALKALOIDS

(+)-5,6-Dehydrolupanine, a key intermediate in biosynthesis of lupin alkaloids, was isolated from Thermopsis chinensis.The absolute configuration of the compound was determined to be 7R,9R,11R by chemical transformation to (-)-lupanine.Key Word Index - Thermopsis chinensis; Leguminosae; aerial parts; lupin alkaloid; quinolizidine alkaloid; (+)-5,6-dehydrolupanine; lupanine; absolute configuration; biosynthesis.

Lactams of sparteine

(2,2-2H2)Sparteine, (6-2H)sparteine, (10,10-2H2)sparteine, (15,15-2H2)sparteine, (17α-2H)sparteine, (17β-2H)sparteine, (17,17-2H2)sparteine, (17α-2H)lupanine, and (17β-2H)lupanine were prepared and employed to assign the 1H nmr spectrum of sparteine.Contrary to a published report, photochemical oxidation of sparteine does not lead to 15-oxosparteine but to 17-oxosparteine.